Category: 656-64-4

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, Recommanded Product: 3-Bromo-4-fluoroaniline

3-bromo-4-fluoroaniline (415mg, 2.18mmol), cyclopropylboronic acid (244mg, 2.84mmol), Pd (OAc) 2 (25mg, 0.11mmol), tricyclohexylphosphine (61mg, 0.22mmol), Potassium phosphate (1.62g, 7.64mmol) was dissolved in toluene (12mL) and water (1mL), protected by argon, and reacted at 100 C for 16h. The raw materials disappeared. Cool to room temperature, add EA (20 mL), wash with saturated brine (20 mL × 2), wash with water (20 mL × 2), and column chromatography (P / E = 10: 1) to obtain 235 mg of brown oil, yield 71.2% .

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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, HPLC of Formula: C6H5BrFN

Compound 3 (5 g, 30.9 mmol) was dissolved in 50 mL water and heated to 65 C.Further, Compound 4 (6.5 g, 34.0 mmol) was added, and then a saturated sodium hydrogen carbonate solution (50 mL) was added dropwise.After reacting for 1 hour, it was extracted with ethyl acetate, dried over anhydrous sodiumThe petroleum ether was passed through a column of ethyl acetate (4:1) to afford compound 5 (9 g, 92%) 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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (38 pag.)CN109574950; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

656-64-4, name is 3-Bromo-4-fluoroaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: bromides-buliding-blocks

The compound 4-amino-N-hydroxy-1,2,5-oxadiazol-3-carboxamidine Int-1a (20 g, 123.4 mmol, prepared by the method disclosed in the patent application “WO2010005958”) is dissolved in acetic acid Ethyl ester (100mL)And water (100mL),Add 3-bromo-4-fluoroaniline (23.2 g, 123.4 mmol),Sodium bicarbonate (15.5 g, 185.1 mmol),Heat to 60 C, react for 3 hours,The mixture was cooled and EtOAc (EtOAc m.The title compound Int-1b (38 g, 120.9 mmol) was obtained in a yield of 98%.

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Dongsheng; Qin Chenggang; Liu Chuanduo; Liu Lei; Wu Qimei; Yang Xuqin; Jia Jie; Wang Ying; Chen Yuhao; Wang Yijin; Ge Jian; (143 pag.)CN109897011; (2019); A;,
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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-4-fluoroaniline

N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride (46.0 g, 0.208 mol) was mixed with water (300 mL). The mixture was heated to 60 C. 3-Bromo-4-fluoroaniline [Oakwood products, product No.013091] (43.6 g, 0.229 mol) was added and stirred for 10 min. A warm sodium bicarbonate (26.3 g, 0.313 mol) solution (300 mL water) was added over 15 min. The reaction was stirred at 60 C. for 20 min. LCMS indicated reaction completion. The reaction solution was cooled to room temperature and extracted with ethyl acetate (2*300 mL). The combined ethyl acetate solution was dried over sodium sulfate and concentrated to give the desired product (76.7 g, 98%) as a crude brown solid. LCMS for C12H14BrFN5O3 (M+H)+: m/z=374.0, 376.0. 1H NMR (400 MHz, DMSO-d6): delta 11.55 (s, 1H), 8.85 (s, 1H), 7.16 (t, J=8.8 Hz, 1H), 7.08 (dd, J=6.1, 2.7 Hz, 1H), 6.75 (m, 1H), 6.14 (t, J=5.8 Hz, 1H), 3.48 (t, J=5.2 Hz, 2H), 3.35 (dd, J=10.8, 5.6 Hz, 2H), 3.22 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 656-64-4.

Reference:
Patent; Incyte Corporation; Incyte Holdings Corporation; Combs, Andrew P.; Yue, Eddy W.; Sparks, Richard B.; Zhu, Wenyu; (63 pag.)US9320732; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, HPLC of Formula: C6H5BrFN

Compound III (63.0g, 387.5mmol) and ethanol (300 mL) was added 1L three-necked flask, dissolved under stirring, 3-bromo-4-fluoroaniline (81.0g, 426.3mmol), was added dropwise at room temperature NaHCO3(81.4g, 969.1mmol) was dissolved in 250mL of water was added, was warmed to 60 , reaction was 12 hours (complete reaction was monitored by TLC); and the reaction solution was transferred to a 1L round-bottom flask, ethanol was evaporated under reduced pressure, the residue was The organic layer was extracted three times with ethyl acetate (200mL × 3) were combined, washed twice with saturated NaCl solution, dried over anhydrous Na2SO4Drying; filtration, the filtrate was concentrated under reduced pressure to dryness, ethyl acetate / hexane to, filtration, and drying 45 deg.] C to give 76.0 g white solid, a yield of 62.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-4-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; He Guangchao; Dong Zhongxia; Shan Jinxi; Wang Junjie; Xu Kexin; Xu Yungen; (11 pag.)CN108101899; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, 656-64-4

N-Hydroxy-4-((2-methoxyethyl)amino)-1,2,5-oxadiazole-3-carbimidoyl chloride (1.5 kg, 6.8mol) was mixed with water (10 L). The mixture was heated to 60C. 3-Bromo-4-fluoroaniline (1.44 kg, 7.46 mol) was added and stirred for 10 mm. A warm sodium bicarbonate (0.86 kg, 10 mol)solution (10 L water) was added over 15 mm. The reaction mixture was stirred at 60C for 20 mm. The reaction mixture was cooled to room temperature and extracted with EtOAc (10 L*2). The combined organic solution was dried over sodium sulfate and concentrated to give the desired product (2.3 kg, 90%) as a brown solid. LCMS (M + H) : m / z = 374.0, 376.0. 1H NMR (400MHz, DMSO-d6): 6 11.55 (s, 1H), 8.85 (s, 1H), 7.16 (t, J = 8. 8Hz, 1H), 7.08 (dd, J = 6.1, 2.7Hz, 1H), 6.75 (m,1H), 6.14 (t, J = 5.8Hz, 1H), 3.48 (t, J = 5.2Hz, 2H), 3.35 (dd, J = 10.8, 5.6Hz, 2H), 3.22 (s, 3H).

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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 656-64-4, The chemical industry reduces the impact on the environment during synthesis 656-64-4, name is 3-Bromo-4-fluoroaniline, I believe this compound will play a more active role in future production and life.

Step 1: To 3-bromo-4~fluoroaniline (0.76 g, 4.0 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (0.73 g, 4.0 mmol) was added dioxane (13.33 mL) and p-TSA (0.761 g, 4.0 mmol). The reaction was sealed and was heated at reflux overnight The reaction was cooled to room temperature and was diluted with ethyl acetate, washed with saturated aqueous NaHC03, and the organic was dried over sodium sulfate and filtered before concentration. The crude product was purified by flash chromatography (25:75 ethyl acetate: hexanes) to afford N- (3-bromo-4-fluoiOphenyl)-4-(trifluoromethyl)pyrimidin-2-amine (1.2 g, 3.57 mmol, 89%) as a pale yellowish solid. NMR (500 MHz, CDCI3): delta 8.68 (d, J – 4.9 Hz, 1 H); 7.99-7.96 (m, 1H); 7.51 (d, J= 8.4 Hz, 1 H); 7.29 (s} 1 H); 7.14 (t, J- 8.5 Hz, 1 H); 7.10 (d, J= 4.9 Hz, 1 H). rhSYK activity = +

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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ALTMAN, Michael, D.; ANDRESEN, Brian, M.; ARRINGTON, Kenneth, L.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; GUERIN, David Joseph; HAIDLE, Andrew, M.; KATTAR, Solomon; KNOWLES, Sandra Lee; LI, Chaomin; LIM, Jongwon; MACHACEK, MIchelle, R.; NORTHRUP, Alan, B.; O’BOYLE, Brendan, M.; OTTE, Ryan, D.; PETROCCHI, Alessia; REUTERSHAN, Michael, H.; ROMEO, Eric; SIU, Tony; TAOKA, Brandon, M.; TROTTER, B. Wesley; ZHOU, Hua; BURCH, Jason; COTE, Bernard; DUPONT-GAUDET, Kristina; FOURNIER, Jean-Francois; GAUTHIER, Jacques Yves; GUAY, Daniel; ROBICHAUD, Joel, S.; GRIMM, Jonathan; MADDESS, Matthew, L.; SCHELL, Adam, J.; SPENCER, Kerrie, B.; WOO, Hyun Chong; BHAT, Sathesh; WO2011/75515; (2011); 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

To a 500 mL three-necked flask was placed HS-VI (14.9 g), 1,4-dioxane (100 mL), water (100 mL), and warmed to 50 C. 3-Bromo-4-fluoroaniline (11.4 g) was added, and the mixture was stirred at 50 to 60 C for 10 minutes. Sodium bicarbonate (7.7 g) was dissolved in water (100 mL), and slowly added dropwise to the reaction flask, and the internal temperature was controlled at 50 to 60 C, and the addition was completed in 0.5 hour. Stirring was continued for 1 hour and the reaction was completed. The oil bath was removed, cooled to room temperature, ethyl acetate (200 mL) was added and stirred for 10 min. The aqueous layer was extracted once with ethyl acetate, the organic layers were combined, washed once with brine, dried over sodium sulfate, filtered, and concentrated to give 21.5 g of a yellow solid, a yield of 89.7%.

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; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Liu Fuping; Zhang Jingtao; Wu Liyuan; Sun Changan; Bao Rudi; (33 pag.)CN109956914; (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 656-64-4 as follows. HPLC of Formula: C6H5BrFN

Compound IV (10g, 61.53mmol) was dissolved in ethanol (300 mL), add 3-bromo-4-fluoroaniline (. 1-V)(12.86 g, 67.68mmol), plus NaHC03. 3(12.92 g, 153.83mmol) Dissolved in 150mL water solution, heated to 60 ,TLC detection reaction, to be complete after the reaction of compound IV to stop the reaction.The solvent was distilled off under reduced pressure, the residue was extracted with ethyl acetate (100 mL)was dissolved, washed three times (30mL × 3), washed twice with saturated NaCl (30mL × 3), dried over anhydrous of Na2SO. 4dried overnight, solvent was distilled off under reduced pressure Recrystallization from ethyl acetate / n-hexane gave 8.03 g of a slightly yellow solid, 41.3% yield,

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; Fang Shengyang; Duan Qizhu; Xu Yungen; Jiang Zhenzhou; Heng Hao; Zhang Luyong; (15 pag.)CN106967004; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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 solution of 3-bromo-4-fluoroaniline (1.9 g, 10.00 mmol) and 5- (methoxymethylene)-2,2-dimethyl- 1,3 -dioxane-4,6-dione (2.234 g, 12.00 mmol) in dioxane (5 mL) was heated to 120 C for 20 minutes. The reaction mixture is then cooled to room temperature and diluted with 50 ml of dietheyl ether. The solid was filtered and dried to give 5 -(((3 -bromo-4-fluorophenyl)amino)methylene)-2,2-dimethyl- 1,3 -dioxane4,6-dione (2.77 g, 8.0 mmol, 80%). ?HNMR(400 MHz, DMSO-d6) oe 11.23 (br d, J=14.4 Hz, 1H), 8.53 (d, J=14.5 Hz, 1H), 8.06 (dd, J=6.0, 2.8 Hz, 1H), 7.69 – 7.61 (m, 1H), 7.44 (t, J=8.7 Hz, 1H), 1.73 – 1.63 (m, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary