Category: 656-64-4

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., Product Details of 656-64-4

Compound 50d (0.6 g, 2.3 mmol),3-bromo-4-fluoroaniline (0.47 g, 2.5 mmol),HATU (0.95g, 2.5mmol)And triethylamine (0.35 g, 3.5 mmol) was dissolved in N,N-dimethylformamide (15 mL).Stir at room temperature for 3 hours.Ethyl acetate was added, and the organic phase was washed four times with water, washed twice with brine, dried over anhydrous sodium sulfateTo give crude title compound 50e (0.88g, 2.0mmol) purified by column chromatography, a yield of 87%.

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 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., name: 3-Bromo-4-fluoroaniline

EXAMPLE 48 4-(3-Bromo-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile A mixture of 3.52 g (9.7 mmol) of 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile and 2.0 g (10.7 mmol) of 3-bromo-4-fluoro aniline in 150 ml of methoxyethanol was refluxed under nitrogen for 5.5 hours. The reaction mixture was diluted with ethyl acetate and wash with sodium bicarbonate solution and sodium chloride solution. The organic layer was dried with sodium sulfate and then solvent was removed under vacuum. The residue was chromatographed on silica gel eluding with mixture of ethyl acetate and hexane to give the title compound.

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; American Cyanamid Company; US6297258; (2001); B1;,
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., Safety of 3-Bromo-4-fluoroaniline

A solution of sodium nitrite (4.2 g , 60 mmol) was added drop-wise to a mixture of 3-bromo-4-fluoroaniline (11.2 g, 58.9 mmol) and concentrated HCl (30 mL, 0.36 M) at 0 0C over 30 min. The resulting clear solution was stirred for 45 min, and a solution of SnCl2*2H2O (27 g, 120 mmol) in concentrated HCl (30 mL) was added drop-wise at 0 0C over 1.5 h. The mixture was stirred for 18 h at room temperature. The resulting precipitate was collected by filtration and crystallized from ethanol to provide the title compound (6.2 g, 42 %) as a yellow powder: 1H NMR (300 MHz, DMSO-J6) delta 10.24 (s, 3H), 8.42 (s, IH), 7.36-7.30 (m, 2H), 7.03-6.98 (m, IH).

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

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
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, name: 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, Application In Synthesis of 3-Bromo-4-fluoroaniline

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

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., name: 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

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

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, category: bromides-buliding-blocks

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

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. Product Details of 656-64-4

A mixture of 3.8g (16.33mmol) of 4-chloro-6-nitro-quinoline-3-carbonitrile and 3.7g (20mmol) of 3-bromo-4-fluoroaniline in 200mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5g (71 %); ESMS m/z 387.3, 389.2, mp 269-270C (dec).

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; Wyeth Holdings Corporation; EP1950201; (2008); A1;,
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.

To a solution of 3-bromo-4-fluorophenylamine (synthesised as described in J. Org. Chem. 1981, 46, 2280-2286) (415 mg, 2.18 mmol), cyclopropyl boronic acid (244 mg, 2.84 mmol), potassium phosphate (1.62 g, 7.64 mmol), and tricyclohexyl phosphine (61 mg, 0.22 mmol) in toluene (10 ml) and water (0.5 ml) was added palladium acetate (25 mg, 0.11 mmol) and the reaction mixture was heated to 100 C. overnight. The mixture was then cooled to RT and diluted with water and extracted with ether. The organic phases were combined, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give a residue which was purified by flash column chromatography to give 3-cyclopropyl-4-fluorophenylamine (210 mg, 64%). MS (ISP) 152.2 (M+H)+.

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

Reference:
Patent; Conte, Aurelia; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2007/185058; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary