Category: 203302-95-8

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 203302-95-8 as follows. Recommanded Product: 203302-95-8

Intermediate H5,7-difluoro-quinoline-6-carbaldehyde 2 1 DnM”BFuLi i ii intermediate H 5,7-difluoro-phenylamine (10.0 g, 77.5 mmol) was dissolved in DMF (100 ml_). NBS (13.9 g, 78.0 mmol) was then added portionwise at room temperature. After stirring overnight at room temperature, the reaction mixture was diluted with Et2O and washed with brine. The separated organic phase was dried (Na2SO4) and concentrated to give an oil which is purified by column chromatography to give 4-bromo-3,5-difluoro-phenylamine (i) (12.9 g, 80.2%)A mixture of 4-bromo-3,5-difluoro-phenylamine (i) (6.0 g, 28.8 mmole), 1.82 g ferrous sulfate, 8.6 ml. glycerol, 1.79 ml. nitrobenzene , and 5.0 ml. concentrated sulfuric acid was heated gently. After the first vigorous reaction, the mixture was boiled for five hours. Nitrobenzene was removed by distillation in vacuo. The aqueous solution was acidified with glacial acetic acid, and dark brown precipitate separated, which was purified by flash chromatography (silica gel, petroleum/ethyl acetate= 12/1 ) to give 6-bromo-5,7-difluoroquinoline (ii) as a white solid (3.5 g, 49.8%).To a solution of 6-bromo-5,7-difluoroquinoline (ii) (250 g, 1.02 mol) in anhydrous THF (2200 ml.) at -780C, was added a solution of n-BuLi in hexane ( 2.5 M, 408 ml ,1.02 mol) dropwis. The resulting mixture was stirred for additional 30 min at -780C. Then, a solution of DMF (79 ml_, 1.02 mol) in anhydrous THF (200 ml.) was added while the temperature was kept lower than -700C, and the mixture was stirred at the same temperature for 30 mins. The reaction mixture was warmed slowly to room temperature and diluted with aqueous saturated solution of NH4CI (1000 ml.) and water (800 ml_). The mixture was extracted with ethyl acetate twice, the combined organic layers were washed with water and brine, dried over anhydrous sodium sulfate and concentrated to give brown oil, which was purified by column chromatography on silica gel eluted with petroleum and ethyl acetate (10:1 ) to give 5,7-difluoro-quinoline-6- carbaldehyde (intemediate H) as a yellow soild (100 g, 50%). 1H NMR (DMSO, 300MH) delta(ppm): 10.38(s, 1 H), 9.10~9.12(m, 1 H), 8.62~8.66(m,1 H),7.68~7.78(m,2H)

According to the analysis of related databases, 203302-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FU, Xingnian; HE, Feng; LI, Yue; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YU, Zhengtian; ZHANG, Ji Yue (Jeff); DAI, Miao; WO2011/18454; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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 203302-95-8, Safety of 4-Bromo-3,5-difluoroaniline

In a re-sealable tube, to a solution of 4-bromo-3,5-difluoroaniline (500 mg; 2.40 mmol)[CAS 203302-95- 8] and N,N-disopropylethylamine (0.50 mL; 2.88 mmol) in tetrahydrofuran (5 mL) was added bromoacetonitrile (0.19 mL; 2.76 mmol). The tube was sealed and the solution was stirred at 80 C for 16 hours. The solvent was evaporated and the residue was purified by column chromatography (silica gel; petroleum ether:ethyl acetate; 2: 1; v/v) to afford 2-(4-bromo-3,5-difluoro-anilino)acetonitrile (160mg) as a light yellow solid. MS m/z (+ESI): 244.9, 246.9 [M+H]+. ‘H-NMR (400 MHz, CDC13) delta ppm: 6.32 – 6.37 (m, 2H), 4.26 – 4.31 (m, 1H), 4.10 (d, J = 6.8 Hz, 2H).

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

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; LANE, Heidi; RICHALET, Florian; EL SHEMERLY, Mahmoud; (169 pag.)WO2018/2220; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 203302-95-8,Some common heterocyclic compound, 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, molecular formula is C6H4BrF2N, 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 the 4-bromo-3,5-difluoroaniline (5 g, 20 mmol) in acetic acid (60 mL) was added NIS (5.68 g). The reaction mixture was stirred at room temperature for two hours, and poured into water (300 mL). The product was extracted with ethyl acetate (2*200 mL), and the combined organic layers were washed with 1 N aqueous NaOH (200 mL) and saturated aqueous sodium thiosulfate (100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The oily residue was filtered through a plug of silica gel, eluting with heptane/ethyl acetate (4:1). The filtrate was concentrated in vacuo to give the title compound (7.34 g) as a white solid. 1H NMR (500 MHz, CDCl3) delta 6.44 (dd, J=10.00, 1.95 Hz, 1H) 4.46 (br. s., 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3,5-difluoroaniline, its application will become more common.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 203302-95-8, 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of cyclopropylamine (33 muL, 0.47 mmol) was added Et3N (200 muL, 1.41 mmol), followed by dropwise addition of acid chloride in anhydrous CH2Cl2. The solution was stirred for 2 h at room temperature, then it was washed successively with 10 % HCl, 5 % NaOH, water and brine, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to afford compounds 7a (85 %) as a white solid.

The synthetic route of 4-Bromo-3,5-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Shao-Mei; Huang, Zhi-Ning; Zhou, Zhong-Shi; Hou, Jin; Zheng, Man-Yi; Wang, Li-Juan; Jiang, Yu; Zhou, Xin-Yi; Chen, Qiu-Yue; Li, Shan-Hua; Li, Fu-Nan; Archives of Pharmacal Research; vol. 38; 10; (2015); p. 1761 – 1773;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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 203302-95-8, Safety of 4-Bromo-3,5-difluoroaniline

4-bromo-2.6-difluoro-aniline 1 g (4.81 mmol) and p-isopropylbenzene borate 788 mg (4.81 mmol. 1 eq)Potassium carbonate (4.82 g 24.88 mmol 6 eq) [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (425.35 mg481 mmol 6 eq) was placed in a 100 ml two-necked flask, and 30 ml (dioxane: water = 3:1) was injected with nitrogen to protect the solution, and 80 was allowed to react for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 690 mg, yield 69%.

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

Reference:
Patent; Sichuan University; Zhao Yinglan; Luo Youfu; Wei Yuquan; (63 pag.)CN108467370; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 203302-95-8,Some common heterocyclic compound, 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, molecular formula is C6H4BrF2N, 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 mixture of 4-bromo-3,5-difluoroaniline (23.0 g, 110 mmol), 4,4,4′,4,,5,5,5′,5′- octamethyl-2,2′-bi(l ,3,2-dioxaborolane) (30.9 g, 122 mmol), dppf (3.0 g, 5.5 mmol), Pd(dppf)Cl2(4.5 g, 5.5 mmol) and KOAc (32.0 g, 331 mmol) in dioxane (230 mL) was heated at 80 C under N2atmosphere for 18 h. The reaction mixture was cooled and filtered. The filtrate was concentrated, and the residue was purified by column chromatography (Si02, petroleum ethenEtOAc = 20: 1) to give the title compound as a light yellow solid. NMR (400 MHz, CDC13): delta 6.13-6.11 (m, 2H), 4.04 (br s, 2H), 1.35 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3,5-difluoroaniline, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; GILFILLAN, Robert; PATEL, Mehul; ARRINGTON, Ken; MITCHELL, Helen; SCHIRRIPA, Kathy; MCWHERTER, Melody; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; LIU, Qingsheng; CAI, Jiaqiang; WO2015/161011; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 203302-95-8, These common heterocyclic compound, 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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.

mixture of 4-bromo-3,5-difluroaniline (400 mg, 1.923 mmol) and NCS (257 mg, 1.923 mmol) in DMF (3.8 mL) was stirred at 60C for 90 min. It was diluted with diethyl ether (40 mL), washed with water (20 mL), and brine (20 mL). The organic layer was dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (eluting with EtOAc/hexane = 50%) to give the title compound. MS (ES+) m/z: 242, 244 (M+H).

Statistics shows that 4-Bromo-3,5-difluoroaniline is playing an increasingly important role. we look forward to future research findings about 203302-95-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-3,5-difluoroaniline

4-bromo-3.5-difluoro-aniline 1 g (4.81 mmol) and m-methoxyphenylboronic acid 730 mg (4.81 mmol. 1 eq)Potassium carbonate (4.82 g 24.88 mmol 6 eq) [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (425.35 mg481 mmol 6 eq) was placed in a 100 ml two-necked flask, and 30 ml (dioxane: water = 3:1) was injected with nitrogen to protect the solution, and 80 was allowed to react for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 690 mg, yield 61%.

The synthetic route of 203302-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Zhao Yinglan; Luo Youfu; Wei Yuquan; (63 pag.)CN108467370; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 203302-95-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 203302-95-8 name is 4-Bromo-3,5-difluoroaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4-bromo-3,5-difluoroaniline (5 g, 24.0 mmol, Eq: 1.00) and calcium carbonate (5.05 g, 1.72 ml, 50.5 mmol, Eq: 2.1) were suspended in a 50% aqueous dichlormethane (24ml) mixture. The thick suspension was stirred vigorously at 0C. Thiophosgene (3.04 g, 2.03 ml, 26.4 mmol, Eq: 1.1) was added slowly dropwise to the mixture. After the addition the mixture was stirred at 0C for lhr, then stirred overnight at room temperature. The precipitate was filtered and the filter cake was washed with dichloromethane. The phases were separated and the aqueous was extracted with dichloromethane. The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated in vacuo to afford 5.18 g (86%) of the desired product as an off-white solid which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,5-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BILOTTA, Joseph Anthony; CHEN, Zhi; CHIN, Elbert; DING, Qingjie; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KLUMPP, Klaus; MA, Han; MERTZ, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/6066; (2014); 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

4-bromo-3, 5-difluoroaniline (500 mg, 2.4 mmol), 2-trifluoromethoxybenzeneboronic acid (590 mg, 2.9 mmol), Pd2(dppf)Cl2 (98 mg, 0.12 mmol), cesium carbonate (2.35 g, 7.2 mmol) and acetonitrile/water (10 mL/1 mL) were added to a microwave tube. The mixture was nitrogen sparged for 5 min, stirred and heated to 120 C for 1 hour under microwave, washed with saturated ammonium chloride (20 mL), and separated by silica gel column (petroleum ether: ethyl acetate = 50:1) to give the product of 2,6-difluoro-2?-trifluoromethoxy-[1,1?-biphenylyl]-4-amine (yellow oil, 460 mg), with a yield of 66.3%. 1H NMR (400 MHz, CDCl3) delta 7.47-7.28 (m, 4H), 6.29-6.27 (d, J= 9.1Hz, 2H), 3.67 (s, 2H). MS (ESI) m/z: 290.1 (MH+).

According to the analysis of related databases, 203302-95-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fudan University; WANG, Yonghui; HUANG, Yafei; YU, Fazhi; TANG, Ting; EP3476829; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary