Category: 627871-16-3

These common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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. Safety of 5-Bromo-4-fluoro-2-methylaniline

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and Cul (1 .9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51 ) (540 mg, 36% yield). MS m/z 151 .0 (M+1 ) +.

The synthetic route of 5-Bromo-4-fluoro-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (2013); 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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-4-fluoro-2-methylaniline

470 g of 5-bromo-4-fluoro-2-methylaniline (2.30 mol, 1.0 eq), 667 g of 2-bromocyclopropyl ketone (3.68 mol, 1.6 eq), organic solvent were added to the reaction flask. And alkali reagent, organic reagent is 3L toluene, alkali reagent is 623gDiisopropylamine ethylamine (4.83 mol, 2.1 eq), heated to 110 C for 12 hours, TLC detection showed the reaction was completed (PE / EA = 10/1, product Rf = 0.6, PE is petroleum ether, EA is Ethyl acetate). After the reaction: the mixture was cooled to room temperature, 1.5 liters of water and 1.5 liters of ethyl acetate were added, and the organic phase was separated with saturated ammonium chloride solution (500 mL), saturated sodium hydrogen carbonate solution (500 mL), and brine (500 mL) Wash once, dry anhydrous sodium sulfate (60g), spin dry, use 2L petroleum ether / acetic acidEthyl ester = 15/1 mixed solvent is beaten to obtain a solid product486 g (1.70 mol) of 2-(5′-bromo-4′-fluoro-2′-methylphenyl)amino-1-cyclopropyl ketone in a yield of 75%.

The synthetic route of 627871-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Douchuang (Shanghai) Pharmaceutical Technology Co., Ltd.; Wang Lei; Xu Zhi; Wang Zongying; Chen Da; Fu Haixiang; Li Ming; Ai Youqing; (11 pag.)CN109608441; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 627871-16-3, 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 627871-16-3 as follows.

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and CuI (1.9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C. for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51) (540 mg, 36% yield). MS m/z 151.0 (M+1)+.

According to the analysis of related databases, 627871-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; YEH, Vince; LI, Xiaolin; LIU, Xiaodong; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; US2013/59846; (2013); 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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H7BrFN

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and Cul (1 .9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51 ) (540 mg, 36% yield). MS m/z 151 .0 (M+1 ) +.

According to the analysis of related databases, 627871-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; LIU, Xiaodong; LI, Xiaolin; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; WO2013/33116; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 627871-16-3,Some common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, molecular formula is C7H7BrFN, 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 vinylidene chloride (127 ml), tert-butyl nitrite (19 ml) and copper(ll)chloride (18.4 g) in acetonitrile (150 ml) is added a solution of 5-bromo-4-fluoro-2-methyl-phenylamine (Bioorganic & Medicinal Chemistry Letters (2006), 16(2), 457-460) (21.5 g) in acetonitrile (100 ml) dropwise below 200C. The reaction mixture is stirred at room temperature for 48 hours, poured on diluted HCI and extracted with fert-butyl methyl ether (3x). The combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is purified by chromatography on silica gel (ethyl acetate/cyclohexane 1 :4). Yield: 29.20 g of 1-bromo-2-fluoro- 4-methyl-5-(2,2,2-trichloro-ethyl)-benzene as an oil.1H-NMR (CDCI3): 2.42 (s, 3H), 3.93 (s, 2H), 7.00 (d, 3J(H,F)=9.2Hz, 1 H), 7.69 (d, 4J(H,F)=7.0Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-4-fluoro-2-methylaniline, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; ZAMBACH, Werner; HUETER, Ottmar Franz; WENGER, Jean; GOEGHOVA, Marcela; PITTERNA, Thomas; MAIENFISCH, Peter; JEANMART, Stephane Andre Marie; MUEHLEBACH, Michel; WO2010/52161; (2010); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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 627871-16-3, HPLC of Formula: C7H7BrFN

General Procedure: Methyl 2-{[4-(chlorosulfonyl)-2,3-dimethylphenyl]oxy}propanoate (7) (4 g, 13.0 mmol) was dissolved in pyridine (10 mL). After 5 min, 3-bromo-2-chloroaniline (3.22 g, 15.6 mmol) was added. The reaction was complete within a few hours. The reaction mixture was then extracted using diethyl ether. The combined organic phases were washed with 1N HCl and brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound which was used without further purification.

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:
Article; Evans, Karen A.; Shearer, Barry G.; Wisnoski, David D.; Shi, Dongchuan; Sparks, Steven M.; Sternbach, Daniel D.; Winegar, Deborah A.; Billin, Andrew N.; Britt, Christy; Way, James M.; Epperly, Andrea H.; Leesnitzer, Lisa M.; Merrihew, Raymond V.; Xu, Robert X.; Lambert, Millard H.; Jin, Jian; Bioorganic and Medicinal Chemistry Letters; vol. 21; 8; (2011); p. 2345 – 2350;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 627871-16-3, These common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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.

In a 250 mL round-bottomed flask was placed 4-(pyridin-2-ylmethoxy)benzoic acid (3.4 g, 14.7) in DCM (50 mL) to give a suspension. To the solution, SOCl2 (22.29 mL, 305.37 mmol) was added. The mixture was stirred at RT overnight. Concentration removed SOCl2 and DCM to give crude 4-(pyridin-2-ylmethoxy)benzoyl chloride. To the residue was added 5-bromo-4-fluoro-2-methylaniline (3.0 g, 14.70 mmol), DIPEA (6.42 mL, 36.76 mmol), and DCM (60 mL) to give a black solution. The reaction was stirred at RT overnight. Concentration under reduced pressure gave the crude product, which was purified by ISCOMPLC (0-6% MeOH/DCM) to give the title compound.

Statistics shows that 5-Bromo-4-fluoro-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 627871-16-3.

Reference:
Article; Bodnarchuk, Michael S.; Brassil, Patrick; Dakin, Les; Daly, Kevin; Godin, Robert; Hattersley, Maureen M.; Hird, Alexander W.; Janetka, James W.; John Russell, Daniel; Redmond, Sean; Su, Qibin; Yang, Bin; Zheng, Xiaolan; Bioorganic and medicinal chemistry; vol. 28; 2; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (24 pag.)CN109232538; (2019); A;,
B

627871-16-3, The chemical industry reduces the impact on the environment during synthesis 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, I believe this compound will play a more active role in future production and life.

To a suspension [OF 5-BROMO-4-FLUORO-2-METHYLANILINE (11.] 2 g, 54.9 mmol) in concentrated [HCL] (35 mL) was added dropwise a solution of sodium nitrite (4.17 g, 60.4 mmol) in water (20 mL) over 30 minutes at [0C.] To the mixture was added dropwise a solution [OF SNCI2*2H2O] (37.2 g, 165 mmol) in concentrated HCl (45 mL) over 1 hour. After stirring for 2 hours at 0 [C,] the reaction mixture was basified with 50% NaOH (50 mL). The mixture was further diluted with water (50 mL) and treated with another 50% NaOH (20 mL) and then crushed ice (200 g). The reaction mixture was extracted with ether (3 x 200 mL) and the combined organic phases were washed with brine, dried over [NA2SO4,] and filtered. The filtrate was acidified by adding an anhydrous solution of [HCL] in ether (2 N in ether, 42 mL, 82.5 mmol). The precipitate was collected and dried under reduced pressure to give 9.92 g [(71 %)] of title compound as a pale yellow [SOLID.’H] NMR (DMSO): 300 MHz [6] 10.18 (bs, 3H), 7.98 (bs, 1H), 7.21 (m, 2H), 2.16 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-4-fluoro-2-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; WYETH; VIROPHARMA INCORPORATED; WO2003/99824; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 627871-16-3 name is 5-Bromo-4-fluoro-2-methylaniline, 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. 627871-16-3

[0008931 To a stirred solution of compound 3 (5.5 g, 1 eq) in DCM (50 mL), acetic anhydride (3.8 mL, 1.5 eq), and TEA (8.9 mL, 2.4 eq) was added and stirred under nitrogen atmosphere at room temperature for 1 8h. The reaction mixture was evaporated under reduced pressure. Residue was diluted with methanol and potassium carbonate was added, reaction was stirred at rt for 1 h. The reaction mixture was evaporated under reduced pressure and diluted with water, precipitate solid was filtered and dried to afford title compound. LCMS (mlz): 247.15 (M + 1).

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

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary