Category: 327-52-6

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 327-52-6 as follows. Application In Synthesis of 1-Bromo-2,4,5-trifluorobenzene

Synthesis P 2′,4′,5′-Trifluoro-/V-((1 s,4s)-4-hydroxy-4-methylcyclohexyl)- [1 , 1 ‘-biphenyl]-4-sulfonamide (HMC-C-10-B) A stirred solution of N-((1 s,4s)-4-hydroxy-4-methylcyclohexyl)-4-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)benzenesulfonamide (1.8 g, 4.55 mmol), 1-bromo-2,4,5- trifluorobenzene (2.4 g, 1 1 .4 mmol) and sodium carbonate (1 .2 g, 1 1 .3 mmol) in dioxane: water (30:3 mL) was degassed using argon for 10 minutes. [1 , 1 -Bis(diphenylphosphino) ferrocene] dichloropalladium(ll) (0.333 g, 0.455 mmol) was added and the reaction mixture was degassed for another 10 minutes and stirred at 1 10C for 6 hours. Solvent was evaporated under reduced pressure and the compound was extracted into ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 230-400 mesh silica gel with 10-60 % ethyl acetate in hexane as eluent. The resulting residue was washed with hexane followed by n-pentane to afford the title compound (0.60 g, 33%). 1H NMR (400 MHz, CDCI3) delta: 8.00 – 7.91 (m, 2H), 7.66 – 7.58 (m, 2H), 7.33 – 7.27 (m, 1 H), 7.12 – 7.02 (m, 1 H), 4.42 (d, J = 7.8 Hz, 1 H), 3.25 – 3.1 1 (m, 1 H), 1.77 – 1.45 (m, 7H), 1.45 – 1.32 (m, 2H), 1.20 (s, 3H). LCMS: mobile phase A: 5 mM ammonium formate in water + 0.1 % ammonia, mobile phase B: acetonitrile + 5% mobile phase A + 0.1 % ammonia; Column: YMC Triart, C18 (50X4.6 mm) 3um; Flow rate: 1.4 mL/min. Run time: 4.5 mins – starting solvent 10:90 B:A is increased linearly to 95:5 B:A over the first 2.5 mins, held at 95:5 B:A for 0.5 min, reduced linearly to 10:90 B:A over 1 min and held at 10:90 B:A for the final 0.5 min. Retention time 2.53 min m/z 398[M-H].

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIMCO 2664 LIMITED; SMITH, Stephen Allan; PATEL, Lisa; GREIG, Iain Robert; (91 pag.)WO2016/97001; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 327-52-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 Preparation of (3S)-methyl 3-(tert-butoxycarbonylamino)-4-hydroxy-4-(2,4,5-trifluorophenyl)butyrate 13.2 g metal magnesium and 400 ml tetrahydrofuran were added into a clean flask. 116.05 g trifluorobromobenzene was added thereto dropwisely after initiation by iodine and the reaction was kept at 30-40 C. for 3 hours for use. 29.9 g (S)-methyl 3-(tert-butoxycarbonyl amino)-4-oxo-n-butyrate was dissolved in 300 ml THF, and cooled to -20 C. The solution mentioned above was added thereto dropwisely over two hours and kept at the temperature for 3 hours. 400 ml ammonium chloride solution was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran. The organic layer was dried and concentrated to get 14.5 g (3S)-methyl 3-(tert-butoxy carbonylamino)-4-hydroxy-4-(2,4,5-trifluoromethyl-phenyl)butyrate (yield: 66%).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,4,5-trifluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zhu, Guoliang; Zhang, Jian; Yang, Lljun; Yao, Qingdan; Ying, Jie; US2012/178957; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

116.05g trifluorobromobenzene and 400ml tetrahydrofuran were added to a clean flask. The resulting mixture was cooled to -10 to -5C, and then 864ml (0.7mol) methyl magnesium bromide was added thereto dropwisely. The mixture was stirred for 1 hour for use. 23.5g (S)-methyl 3-(benzyloxycarbonylamino)-4-oxo n-butyrate was dissolved in 300ml THF, and added dropwisely to the mixture mentioned above and kept at this temperature for 3 hours after completion of the addition. 400ml solution of ammonium chloride was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran (200ml X 2). The organic layer was dried and concentrated to get 31.4g (3S)-methyl 3-(benzyloxycarbonylamino)-4-hydroxy-4-(2,4,5-trifluorophenyl) butyrate (yield: 78.5%).

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; EP2481722; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 327-52-6, Quality Control of 1-Bromo-2,4,5-trifluorobenzene

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.16 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (4.08 g, 0.0116 mol, yield 77%). 1H NMR (400 MHz, CDCl3) delta7.537.22 (m, 10H), 7.05 (t, J=10.5 Hz, 1H), 6.93 (t, J=10.7 Hz, 1H), 5.12 (d, J=12.6 Hz, 1H), 3.973.85 (m, 1H), 3.82 (d, J=6.2 Hz, 1H), 3.773.55 (m, 1H), 3.62 (s, 2H), 3.51 (s, 2H), 2.82 (s, 2H), 1.871.68 (m, 1H), 1.631.48 (m, 1H). Ms (M++1): 400.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,4,5-trifluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 327-52-6

To a dryflask (equipped with a magnetic stirrer and a rubber septum) filledwith argon, 1-bromo-2,4,5-trifluorobenzene 45 (4.39 mL, 37.5 mol)and anhydrous THF (10.6 mL) were added and cooled to 20 C;2 M solution of iPrMgCl in THF (22.5 mL) was slowly added tothe reaction mixture, the reaction temperature was adjusted to10 C and the mixture was stirred for one hour until theGrignard exchange reaction was completed. The resulting solutionof 46 was added dropwise to the solution of ethyl 4-iodobenzoate38 (0.50 mL, 3.0 mmol), tetrakis(triphenylphosphine)palladium(299 mg, 0.15 mmol) and HMTA (21 mg, 0.15 mmol) in anhydrousTHF (20 mL) at 0 C. The reaction mixture was maintained at 0 Cfor one hour and then stirred overnight at room temperature.The solvent was removed by evaporation and the residue was purifiedby column chromatography using diethylether/hexane (1:10)as an eluent to obtain 0.70 g (83%) of compound 47 as white crystals.Mp 73-75 C; 1H NMR (400 MHz, CDCl3): d (ppm) 1.42 (t,J = 7.2 Hz, 3H, CH3), 4.41 (q, J = 7.2 Hz, 2H, CH2), 7.02-7.08 (m,1H, Ar-H), 7.25-7.32 (m, 1H, Ar-H), 7.56 (d, J = 8.8 Hz, 2H, Ar-H),8.12 (d, J = 8.8 Hz, 2H, Ar-H); 13C NMR (100 MHz, DMSO-d6): d(ppm) 14.08, 60.88, 106.80 (dd, 1H, 2JC,F = 21.2 Hz, 2JC,F0 = 29.7 Hz),118.51 (dd, 1H, 3JC,F = 4.2 Hz, 2JC,F = 19.9 Hz), 124.00 (ddd,3JC,F = 4.5 Hz, 3JC,F = 5.7 Hz, 2JC,F = 15.7 Hz), 129.14 (d, 1H, 3JC,F =3.2 Hz), 129.35, 129.54, 137.71, 146.53 (ddd, 4JC,F = 3.3 Hz,2JC,F = 13.6 Hz, 1JC,F = 241,4 Hz), 149.08 (dt, 3JC,F = 13.2 Hz, 2JC,F =13.6 Hz, 1JC,F = 248.5 Hz), 154.39 (ddd, 4JC,F = 1.2 Hz, 3JC,F = 9.8 Hz,1JC,F = 245,1 Hz), 165.28; HR-MS (ESI): m/z calcd for C15H12O2F3 [M+H]+ 281.0789, found: 281.0787; HPLC tR = 13.669 min (97.2%,method 2).

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Berne, Sabina; Kova?i?, Lidija; Sova, Matej; Kra?evec, Nada; Gobec, Stanislav; Kri?aj, Igor; Komel, Radovan; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4264 – 4276;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0141] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas complete, the reactants were maintained at- 20 C for later use.[0142] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (2.81 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separatedwater layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together andfurther washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed byfiltration and concentration to obtain a crude product, which was further treated by column chromatography to obtain acompound (3.69 g, 0.0115 mol, yield 77%).1H NMR (500 MHz, CDCl3) delta 7.05 (d, J = 8.3 Hz, 1 H), 6.91 (d, J = 6.6 Hz, 1 H), 4.56 (d, J = 9.0 Hz, 1H), 4.13?3.96 (m,1 H), 3.68 (d, J = 6.0 Hz, 2H), 2.85?2.65 (m, 2H), 1.86 (dd, J = 12.4, 7.7 Hz, 1H), 1.68 (s, 1H), 1.42 (s, 9H). Ms (M++1): 320.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 327-52-6, Recommanded Product: 327-52-6

13.2g metal magnesium and 400ml tetrahydrofuran were added into a clean flask. 116.05g trifluorobromobenzene was added thereto dropwisely after initiation by iodine and the reaction was kept at 30-40C for 3 hours for use. 29.9g (S)-methyl 3-(tert-butoxycarbonyl amino)-4-oxo-n-butyrate was dissolved in 300ml THF, and cooled to -20 C. The solution mentioned above was added thereto dropwisely over two hours and kept at the temperature for 3 hours. 400ml ammonium chloride solution was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran. The organic layer was dried and concentrated to get 14.5g (3S)-methyl 3-(tert-butoxy carbonylamino)-4-hydroxy-4-(2,4,5-trifluoromethyl-phenyl)butyrate (yield: 66%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; EP2481722; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

4.2 mL of 1-bromo-2,4,5-trifluorobenzene and 10.8 mL of tetrahydrofuran were added to 50 mL flask and the resulting reaction solution was cooled to 0 C. 15 mL of isopropylmagnesium chloride [2.0 M tetrahydrofuran solution] was dropped to the reaction solution under nitrogen atmosphere and stirred for 30 minutes to produce Grinard reagent. 1.95 g of (S)-t-butyl 2-(2-t-butoxy-2-oxoethyl)aziridine-1-carboxylate and 50 mL of tetrahydrofuran were added to another 250 mL flask and the resulting reaction solution was cooled to 0 C. And then, 778 mg of copper (I) bromide dimethylsulfide complex was added. 22.7 mL of the Grinard reagent produced under nitrogen atmosphere was dropped, and stirred for 6 hours while the reaction temperature was maintained at 0 C. After completing the reaction, 50 mL of ammonium chloride aqueous solution was dropped to the reaction solution; 100 mL of ethyl acetate and 50 mL of water were added and then stirred for 10 minutes. An organic layer was isolated, dehydrated with magnesium sulfate, and then concentrated under reduced pressure. A concentrated residue was isolated with column chromatography (n-hexane:ethyl acetate=20:1) and then concentrated under reduced pressure to obtain 2.62 g of a title compound. 1H NMR (CDCl3, 400 MHz) delta 7.02 (m, 1H), 6.87 (m, 1H), 5.11 (br, 1H), 4.07 (br, 1H), 2.82 (dd, 1H), 2.77 (dd, 1H), 2.45 (dd, 1H), 2.35 (dd, 1H), 1.44 (s, 9H), 1.35 (s, 9H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG-A PHARMACEUTICAL. CO., LTD; US2012/16126; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,4,5-trifluorobenzene

[0116] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas complete, the reactants were maintained at- 20 C for later use.[0117] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as obtained above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (4.1 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separatedwater layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together andfurther washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed byfiltration and concentration to obtain a crude product which was further treated by column chromatography to obtain acompound (5.26 g, yield 87%).1H NMR (400 MHz, CDCl3) delta 7.87?7.61 (m, 5H), 7.15?6.94 (m, 1H), 6.88 (d, J = 6.8 Hz, 1 H), 5.02 (d, J = 8.9 Hz, 1 H),4.00?3.80 (m, 1H), 2.92?2.76 (m, 1H), 2.76?2.64 (m, 1H), 2.64?2.44 (m, 2H), 2.06 (d, J = 14.6 Hz, 3H), 1.84 (s, 1 H),1.62 (s, 1H). Ms (M++1): 404.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-52-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 327-52-6 as follows.

In a 5L dry reaction flask, dried 1.5kg of tetrahydrofuran and 40g of 2-chloropropane were added, and the temperature was raised to microfluidic (60C), then, 5 ml of isopropylmagnesium chloride was added dropwise to initiate the reaction, after the reaction is stable, the remaining 2-chloropropane 350g was slowly added drop wise, and the temperature was controlled to maintain micro reflux (68-72), and reflux was added dropwise for 2 hours (until complete reaction of magnesium chips, if any magnesium chips were left, 2-chloropropane was added. ), cooled to room temperature after the reaction, in a 30L reactor, 1.3kg of dried tetrahydrofuran, 1.3kg of toluene and 682g of trifluorobromobenzene were added, and the nitrogen protection of the reaction solution was lowered to a temperature of -25C, the temperature is controlled below -20C, and 2kg of isopropylmagnesium chloride was added dropwise, the incubation reaction was completed for one hour after dropping, monitored by HPLC, cuprous chloride 24g was added, then , heated and stirred for 30 minutes, a solution of 0.5 kg of a solution of compound 3 (512 g) in toluene was added dropwise, the reaction was carried out from minus 5C to minus 2C for 16 hours, monitored by HPLC, kg of saturated aqueous ammonium chloride solution (quenching effect) was added dropwise below 5C, the temperature was controlled below 10C, and about 1.5 kg of 3N hydrochloric acid was added dropwise to adjust the pH to approx 4. The aqueous phase was extracted once with 0.5L of toluene, the organic phases were combined and washed once with diluted aqueous ammonia (concentrated aqueous ammonia 100g watered with 0.5kg) and washed twice with 0.5kg semi-saturated brine, the aqueous phase was combined and extracted once with 0.5kg toluene, and toluene was distilled under reduced pressure at 45-55C, when the reaction liquid becomes a paste, 2 kg of water was added, concentration was continued until the distilled out solvent was water. 1kg of methanol was added, beaten overnight, and filtered, filter cake was washed twice with water, and the product was dried by blowing at 65C to obtain Compound 4 (720g) as a pale yellow powder in a yield of 85%.

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Heding (Nanjing) Pharmaceutical Co., Ltd.; Li Wensen; (18 pag.)CN107540575; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary