Tag: M.W=100-200

Synthetic Route of 766-46-1, These common heterocyclic compound, 766-46-1, name is 2′-Bromophenylacetylene, 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.

General procedure: To a solution of sulfonyl azides 1 (0.6 mmol), o-bromo-phenylacetylenes 2 (0.5 mmol), aromatic amines 3 (0.55 mmol), and CuI (0.05 mmol) in DMSO (2 mL) in Schlenk tube was added TEA (0.5 mmol) slowly via a syringe. The reaction solution was stirred at room temperature under N2 for 2 h. The solution was then added to CuI (0.05 mmol), K2CO3 (1 mmol), and l-proline (0.2 mmol), and the mixture was stirred at 60 C under N2 for 4 h. The reaction mixture was partitioned between ethyl acetate and saturated aq NH4Cl, the organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel with petroleum ether and ethyl acetate (6:1 to 9:1).

Statistics shows that 2′-Bromophenylacetylene is playing an increasingly important role. we look forward to future research findings about 766-46-1.

Reference:
Article; Jin, Hongwei; Zhou, Bingwei; Wu, Zhi; Shen, Yang; Wang, Yanguang; Tetrahedron; vol. 67; 6; (2011); p. 1178 – 1182;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of (Bromomethyl)cyclobutane

A mixture of 4-(tetramethyl-1 ,3, 2-dioxaborolan-2-yl)-1H-pyrazole (0.58 g, 2.96 mmol), (bromomethyl)cyclobutane (0.50 ml_, 4.44 mmol) and potassium carbonate (1 .23 g, 8.88 mmol) in N,N-dimethylformamide (6 mL) was heated at 100 C for 20 hours. The reaction mixture was cooled to RT, diluted with EtOAc (50 mL) and water (50 mL). The organic layer was separated, washed with water (50 mL) and brine (30 mL), dried (MgS04), concentrated under reduced pressure and purified by Biotage Isolera chromatography (25 g Silica column, using a gradient of eluents; 0-30% EtOAc in heptane) to afford the title compound (330 mg, 41 % yield) as a colourless oil. 1H NMR (250 MHz, chloroform-d) delta [ppm] 7.76 (s, 1 H), 7.64 (s, 1 H), 4.13 (d, J = 7.3 Hz, 2H), 2.95 -2.70 (m, 1 H), 2.20 – 1 .64 (m, 6H), 1 .31 (s, 12H). LCMS (Analytical Method A): Rt = 1 .13 min, MS (ESIpos): m/z = 262.9 (M+H)

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeURLE, Stefan; DAVENPORT, Adam, James; STIMSON, Christopher; NAGEL, Jens; SCHMIDT, Nicole; ROTGERI, Andrea; GROeTICKE, Ina; RAUSCH, Alexandra; KLAR, Juergen; DYRKS, Thomas; (422 pag.)WO2018/114786; (2018); A1;,
Bromide – Wikipedia,
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Application of 10269-01-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10269-01-9, name is (3-Bromophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 3. Preparation of (2R, 3R, 4R) -2- (6- (3- bromobenzylamino) -2-chloro-9H-purin-9-yl) tetrahydrofuro-3, A- diol[2R13S1 AS) -2- (2, 6-dichloro-9#-purin-9-yl) tetrahydrofuro- 3, 4-diol (1 equivalent), prepared in Step 2, and 3- bromobenzylamine (1.5 equivalents) were dissolved in ethanol (5 ml) at room temperature for 2-3 hrs with stirring. The reaction mixture was concentrated in a vacuum and the concentrate was purified through silica gel column chromatography using a mixture of dichloromethane:methanol (20:1, v/v) as an elution solvent to afford the object compound (0.12 g, 82%) . m.p. 181.5-181.7C;UV (MeOH) ?max 274.5 nm; 1H-NMR (DMSO-d6) ? 8.92 (t, 1 H-NH, J = 6.0 Hz), 8.43(S, 1H) , 7.55(S, 1 H) , 7.44 (d, 1 H, J = 8.0 Hz) , 7.33-7.35(m, 1 H) , 7.26-7.30(m, 1 H) , 5.81(d, 1 H, J = 6.4 Hz) , 5.47 (d, 1 H, J = 6.4 Hz) , 5.22(d, 1 H, J = 4,0 Hz), 4.66-4.69 (m, 1 H) , 4.62(s, 2 H), 4.32(dd, 1 H, J = 3.6, 9.2 Hz), 4.25(brs, 1 H) , 3.80(dd, 1 H, J = 1.6, 9.2 Hz) ;[?]25D -62.75 (c 0.10, DMSO) ;FAB-MS m/z 440 [M + H]+.

The synthetic route of (3-Bromophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FM THERAPEUTICS Co., Ltd.; WO2008/108508; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58534-95-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-2-fluorobenzenamine (1.9 g, 10 mmol) in DMF (10 mL) at RT, was added NCS (1.4 g, 10.5 mmol) and the resulting mixture was stirred at RT for 16 h. The mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 30: 1) to afford the desired product (1.15 g, 51% yield). ESI- MSm/z: 225.9 [M + H]+.

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, 3-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun, Oliver; LIU, Yuan; WU, Tao; REN, Pingda; LIU, Yi; (136 pag.)WO2017/15562; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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 18087-73-5, HPLC of Formula: C6H4BrN3

Add 3-bromoimidazo [1,2-b] pyridazine (9.9g, 0.05mol), Pd (pph3) 4 (2.89g, 2.5mmol), vinylboronic acid pinacol ester (8.47g, 0.055mol) And Na2CO3 solution (2M) (23mL, 0.05mol) were added to 1,4-dioxane (150mL). Under nitrogen protection, the temperature was raised to 100 C for 1h, and the reaction solution was poured into 200mL saturated NH4Cl aqueous solution, acetic acid. The organic phase was extracted with ethyl acetate (100 mL × 3), the organic phase was separated, dried over anhydrous sodium sulfate, filtered, and concentrated. The product was isolated by column chromatography on silica gel to obtain 5.1 g of the product, with a yield of 70.5%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Liaoning University; Chen Ye; Liu Ju; Ding Shi; Li Jun; Liu Yutong; Shi Jiantao; Li Jie; Zhou Ziyun; Zhang Jiaojiao; Gong Yilin; (42 pag.)CN110372705; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58534-95-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3-bromo-2-fluoro-phenylamine (6.52 g, 33.63 mmol), bis(pinacolato)diboron (10.45 g, 41.14 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (1 :1) (1.12 g, 1.37 mmol) and potassium acetate (10.1 g, 103.06 mmol) in dry DMF (65 mL) was heated at 100C under an atmosphere of nitrogen for 7 hours. The reaction was allowed to cool to room temperature, diluted with AcOEt and filtered through celite. The organic was washed with water, brine, dried over Na2SO4 and evaporated. The crude was purified by silica gel chromatography which was eluted with hexane:AcOEt = 8:2 to afford 2-fluoro-3-(4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-phenylamine (6.90 g) as white solid.

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, 3-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BINDI, Simona; CARENZI, Davide; MOTTO, Ilaria; PULICI, Maurizio; (83 pag.)WO2017/220477; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 103-64-0, name is (2-Bromovinyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of (2-Bromovinyl)benzene

General procedure: Vinyl halide (0.3mmol, if it is solid), CuI (0.0001 mol%, 20 muL in DMSO), PPh3 (2mol%), K2CO3 (0.6mmol), and tetra n-butylammonium acetate were added to a screw-capped test tube with 3 mL of deoxygenated water. The tube was evacuated and backfilled with argon (3 cycles). Under the argon atmosphere, the alkyne (0.4 mmol) and vinyl halide (if it is liquid) were added by syringe at room temperature. The mixture was heated to 100C and stirred for 24 h. After cooling to room temperature, the mixture was extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel chromatography, using petroleum ether and ethyl acetate as eluent to provide the desired product.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sun, Peng; Yan, Hong; Lu, Linhua; Liu, Defu; Rong, Guangwei; Mao, Jincheng; Tetrahedron; vol. 69; 34; (2013); p. 6969 – 6974;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 74586-53-1, The chemical industry reduces the impact on the environment during synthesis 74586-53-1, name is 3-Bromo-5-methylaniline, I believe this compound will play a more active role in future production and life.

A solution of the 3-bromo-5-methylbenzenamine (500 mg, 2.69 mmol), ammonium acetate (207 mg, 2.69 mmol) and water (0.4 mL) in AcOH (1.35 mL) was added during 30 minutes (push serynge) to a solution of formaldehyde (37%w/w in water, 200 muL, 2.69 mmol) and glyoxal (40% w/w in water, 308 muL, 2.69 mmol) in AcOH (1.35 mL) at 70 C. The reaction was stirred at that temperature for 18 hours. The reaction was slowly pored into saturated aqueous sodium bicarbonate. Some water was added and the precipitated solid was filtered. The filtrate was extracted with DCM and the combined organic layers were dried with sodium sulfate, filtered and evaporated and afforded the title compound (378 mg, 1.59 mmol, 59%) as an orange oil.

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, 3-Bromo-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

A degassed solution of tert-butyl 4-(2-methyl-5-{4-[4-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]butanoylamino}phenyl)piperidine carboxylate (19.0 mg, 0.033 mmol) in dimethylformamide (0.8 mL), was added to a mixture of 3-fluorobromobenzene (6.55 mg, 0.370 mmol), 1,1′-Bis-(diphenylphosphino)-ferrocenedichloropalladium (3.30 mg, 8 mol %) and cesium carbonate solution,(2M, 50 muL) and the resulting mixture was heated in the microwave at 110 C. for 25 min. The reaction mixture was concentrated in vacuo, then partitioned between water (20 mL) and EtOAc (2×10 mL). The organic phase was separated, washed with water (2×20 mL), dried over sodium sulfate and concentrated in vacuo to leave a gum. Purification of the crude product on silica gel (silica gel 60, 20 mL) eluting with cyclohexane:EtOAc, 85:15 then 4:1 gave tert-butyl 4-(5-{4-[4-(3-fluorophenyl)phenyl]butanoylamino}-2-methylphenyl)piperidine carboxylate (13.0 mg, 73%). ESI-MS m/e: 431.3 (M-C5H8O2+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.

Reference:
Patent; H. Lundbeck A/S; US2005/154022; (2005); 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. 553-94-6, name is 2,5-Dimethylbromobenzene, A new synthetic method of this compound is introduced below., name: 2,5-Dimethylbromobenzene

Under argon atmosphere, arylbromides (0.6 mmol), palladium catalyst (0.5 mol%), KOtBu(0.6 mmol) and DMF (5 mL) were added to a schlenck containing a magnetic stir bar, followedby (0.6 mmol) of phenylacetylene. The resulting mixture was placed in an oil bath preheatedto 100 C and stirred vigorously for the indicated time. Upon completion, the mixture wascooled to room temperature, was partitioned between 30 mL of water and 20 mL of diethyletheror ethyl acetate and the combined organic layer was further washed with 2 × 20 mLof diethylether or ethyl acetate and was dried over MgSO4. The extraction was done withDCM when 2,6-dibromopyridine was used as a substrate. The ltrate was sampled at intervalsfor GC analysis to check the purity and the conversions are based on arylbromides.

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:
Article; Boubakri; Mansour; Harrath; Oezdemir; Ya?ar; Hamdi; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 183 – 199;,
Bromide – Wikipedia,
bromide – Wiktionary