Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, Quality Control of 1,4-Dibromo-2,5-difluorobenzene

Freshly titrated n-butyl lithium (27. 0 ml, 1. 39 M in hexanes) is added slowly (over about 30 minutes) to a-78 C solution of diethyl ether (90 ml) containing 1, 4-dibromo- 2, 5-DIFLUOROBENZENE (1, 10. 22 g, 0. 038 mol). The resulting yellow solution is stirred at-78 C for 2 hours to give a yellow suspension. Several pellets (-10) of dry ice are added to the suspension, which is then allowed to warm slowly to room temperature as it degasses (approximately 40 minutes). The resulting suspension is acidified with a 1 M aqueous solution of hydrochloric acid (500 ml), and the product extracted with diethyl ether (5 x 200 ml). The combined organics are washed with water (4 x 100 ml) and filtered. The ether solution is concentrated to approximately 200 ml under reduced pressure, and the product extracted into a saturated aqueous solution of sodium bicarbonate (3 x 200 ml). The combined aqueous extracts are washed with methylene chloride (3 x 100 ml) and acidified with hydrochloric acid. The product is extracted with diethyl ether (3 x 200 ml), and the combined organic extracts washed with water (2 x 200 ml), dried over magnesium sulfate, and concentrated under reduced pressure to give (2) as a pale yellow SOLID. 1H NMR (300 MHz, DMSO-d6) : 5 7. 74 (dd, JH-F = 8. 5 Hz, 6. 5 Hz, 1H), 7. 84 (DD, JH-F = 10. 0 Hz, 5. 5 Hz, 1H), 13. 7 (br, 1H, CO2H). 19F{1H} NMR (282 MHz, DMSO-d6) : No.-114. 0 (d, JF-F = 17. 0 Hz, 1F),-113. 6 (D, JF-F = 17. 0 Hz, 1F). I3C {LH} NMR (75 MHz, DMSO-D6) : No.113. 6 (dd, JC-F = 23. 5 Hz, 10. 0 Hz), 118. 4 (DD, JC-F = 26. 5 Hz, 2. 5 Hz, CH), 120. 0 (DD, JC-F = 19. 0 Hz, 12. 0 Hz), 122. 2 (D, JC-F = 28. 0 Hz, CH), 154. 4 (dd, JC-F = 245. 0 Hz, 5. 5 Hz, CF), 156. 8 (dd, JC-F = 251. 5 Hz, 4. 0 Hz, CF), 163. 4 (m, COXH).

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

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67567-26-4, 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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-bromo-2,6-difluoroaniline (240 mmol) inAcOR (150 mE) was added dropwise to a suspension ofNa1303.4 H20 (325 mmol) in AcOR (450 mE) at 70 C. during 30 mi Another 2080 mmol of Na1303.4 H20 were added over 5 h to the mixture. During this period the mixturewas stirred at 70 C. The mixture was poured into water andextracted with Et20. The organic layer was combined withanother Et20 solution obtained from another reaction using the same conditions described above. The mixture was concentrated. A precipitate was formed and separated by filtration. The filtrate was concentrated to afford the desired product after flash column chromatography (Si02, petroleum ether).

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, 4-Bromo-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
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. 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3-Bromopropan-1-amine hydrobromide

To 3-bromopropylamine hydrobromide (139.32 g, 636.40 mmol) was added a solution of di-tert-butyl dicarbonate (112.46 g, 510.13 mmol) in MIBK (800 mL) and 2.5 M sodium hydroxide (310 mL). The resulting mixture was stirred for 1 hour at room temperature. The reaction was monitored by TLC (9:1 isohexane: ethyl acetate, potassium permanganate stain). Water (345 mL) was added and the mixture stirred for 10 minutes. The phases were separated and the lower (aqueous) phase discarded. To the retained organic phase was added 3-benzyl-9- oxa-3,7-diazabicyclo[3.3.1]nonane dihydrochloride (148.43 g, 509.68 mmol; .; see WO 02/083690) and 2.5 M sodium hydroxide (660 mL). This mixture was heated at 65C for 7 hours. At 650C, the phases were separated and the lower (aqueous) phase discarded. The organic phase was re-heated to 650C and extracted with 10% w/w aqueous citric acid (562 mL). The phases were separated and the upper (organic) phase discarded. To the resulting aqueous phase was added MIBK (800 mL) and 5 M sodium hydroxide (230 mL) containing approximately 10% w/v EPO sodium chloride (22.84 g). The resulting mixture was stirred at room temperature for 15 minutes. The phases were separated and the lower (aqueous) phase discarded. The organic phase was azeo-dried by removal of solvent (300 mL) by distillation under reduced pressure (keeping the temperature below 7O0C). The mixture was clarified by filtration whilst still hot and the residue washed with MIBK (115 mL). The temperature was adjusted to 6O0C and a solution of purified (see J. Am. Pharm. Assoc. 239-241 (1949)) 4-chlorobenzenesulfonic acid (99.24 g, 515.20 mrnol) in MIBK (225 mL) was added over 90 minutes. The reaction mixture was then cooled to room temperature causing the product to crystallize from solution. The mixture was cooled to 5C, the product was collected by filtration and the cake washed with MIBK (225 mL). The product was dried as far as possible on the filter, then oven dried in vacuo (50C, 24 h) to give the title compound as a white solid (257.44 g, 453.13 mmol, 89%). 1H NMR (300 MHz, DMSO-d6) delta 7.61 (d, J= 8.7 Hz, 2H), 7.46 – 7.35 (m, 7H), 7.10 (t, J= 5.7 Hz, IH), 4.15 (s, 2H), 3.70 (s, 2H), 3.40 (d, J= 12.1 Hz, 3H), 3.07 (d, J= 11.9 Hz, 4H), 2.97 (q, J= 6.3 Hz, 2H), 2.84 (t, J= 7.1 Hz, 2H), 2.76 (d, J= 11.9 Hz, 2H), 1.70 (quintet, J= 6.7 Hz, 2H), 1.45 (s, 9H).

The synthetic route of 5003-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/137770; (2006); 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. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrF4

Example 41 : N-(5-Fluorothiazol-2-yl)-5-(2-(4-methylpiperazin-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide Step 1 : tert-Butyl 5-(2-(4-methylpiperazin-l-yl)-4-(trifluoromethyl)phenyl)-3,4- dihydroisoquinoline-2(lH)-carboxylate A microwave vial charged with 1 -methylpiperazine (2.74 ml, 24.69 mmol) and 1- bromo-2-fluoro-4-(trifluoromethyl)benzene (2.000 g, 8.23 mmol) was heated to 180 C in a microwave reactor for 90 minutes. The reaction mixture was concentrated then transferred to a vial charged with Cl2Pd(AmPhos) (Sigma- Aldrich, St. Louis, MO, 0.291 g, 0.412 mmol), tert-butyl 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(lH)- carboxylate (ASW Medchem, Brunswick, NJ, 2.96 g, 8.23 mmol), and potassium phosphate (8.74 g, 41.2 mmol). 8 mL dioxane and 4 mL water were added, and the reaction mixture was heated to 120 C for 2 hours. After cooling to rt, the reaction mixture was poured into water and extracted with DCM. The organics were concentrated then purified by reverse phase column chromatography [RediSep Gold CI 8 150g, 15 to 100% (0.1% NH4OH in MeOH)/(0.1% NH4OH in water)] yielding tert-butyl 5-(2-(4-methylpiperazin-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-carboxylate (1.68g, 3.53 mmol).

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; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 454-65-9, 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 454-65-9 as follows.

General procedure: A round bottom flask was charged with 4-bromobenzenesulfonyl fluoride 1a (1 equiv), B2(pin)2 (1.1 equiv), Pd(dppf)Cl2CH2Cl2 (3 mol %) and KOAc (3 equiv), evacuated and back-filled with N2 three times. Degassed anhydrous 1,4-dioxane (0.33 M) was added and the reaction was stirred at 80 C for 16 h, then cooled to ambient temperature and concentrated in vacuo. The mixture was diluted with EtOAc, washed sequentially with water and brine, dried with anhydrous MgSO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography rapidly to afford the corresponding benzenesulfonyl fluoride boronic acid pinacol ester.

According to the analysis of related databases, 454-65-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lou, Terry Shing-Bong; Willis, Michael C.; Tetrahedron; vol. 76; 1; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, SDS of cas: 6698-13-1

Step A: Tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate[0230]Tert-butyl piperazine-1-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mul, 6.96 mmol), racemic-2,2?-bis(diphenylphosphino)-1,1?-binaphtyl (232 mg, 373 mumol, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 mumol) were added to this mixture. The reaction was then heated at 100 C. over night. The reaction was cooled to rt, 40 ml of water was added and the mixture was extracted with Ethyl Acetate (2×80 ml). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane). to yield tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate as a white solid (1.15 g, 75%). MS (ISP) m/z=307.4 [(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, 4-Bromo-1,3-benzodioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2013/40948; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1435-52-5, These common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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.

50 ml three-necked flask, adding 0.01 mol of 2,5-dibromofluorobenzene, 0.012 mol of M3,0.02 mol of sodium carbonate and 10 ml of ethylene glycol dimethyl ether were purged with nitrogen, heated to 190 ° C, and stirred for 48 hours.It was then cooled to room temperature, poured into a beaker, and stirred for 50 minutes by adding 50 ml of toluene and 50 ml of water.Filtration, the filtrate was rotary evaporated, and passed through a silica gel column to afford white intermediate 5a, purity 98.10percent, yield 70.5percent.

Statistics shows that 1,4-Dibromo-2-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-52-5.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Zhang Zhaochao; Zhang Xiaoqing; (74 pag.)CN109575056; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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 937046-98-5 as follows. name: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 5: 7-Vinylpyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (from Aldrich, 1.52 g, 9.86 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 1.50 g, 7.04 mmol) and N,N-diisopropylethylamine (3.7 mL, 21 mmol) in 1,4-dioxane (20 mL) and water (0.97 mL) was stirred and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (540 mg, 1.0 mmol) was added. The reaction mixture was sealed and heated at 110 C. in an oil bath for 60 min, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (541 mg, 48%). LCMS calcd for C8H9N4 (M+H)+: m/z=161.1. Found: 161.1.

According to the analysis of related databases, 937046-98-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-4-octylbenzene

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

According to the analysis of related databases, 51554-93-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
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. 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2,3,4-trifluorobenzene

To a solution of isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran (1.3 M, 5.68 ml, 7.4 mmol) was added i-bromo-2,3,4-trifluorobenzene (1.5 g, 7.04 mmol) dissolved in dry tetrahydrofuran (3 ml) and the mixture was stirred under nitrogen at ambient temperature for2.5 hours. The reaction mixture was cooled to -10 00 and tert-butyl 3-formylazetidine-i- carboxylate (1 .41 g, 7.4 mmol) dissolved in dry tetrahydrofuran (3 ml) was added in one portion and the temperature was raised to 0 00 and stirred for 20 mm and then brought to ambient temperature and stirred for additional 30 mm. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The pooled organicphase was washed with brine, dried (Na2504, filtered and evaporated to dryness. The crudeproduct was further purified by flash column chromatography on silica gel (iso-octane: ethylacetate, 100:0 to 70:30) to give the title compound (2.0 g, 6.3 mmol). MS mlz (rel. intensity, 70eV) 317 (M+, 2), 262 (29), 243 (18), 171 (81), 57 (bp)

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; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary