Category: 627871-16-3

Related Products 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

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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 627871-16-3

5-bromo-4-fluoro-2-methylaniline (1) (20g, 98 mmol) was dissolved in anhydrous l-methyl-2-pyrrolidinone (10 mL), and copper (I) cyanide (17.6g, 196 mmol) was added. The reaction was heated to about 180 C for 3 about 3 hours, cooled to room temperature, and water (300 mL) and concentrated ammonium hydroxide (300 mL) added. The mixture was stirred for about 30 minutes, then extracted with ethyl acetate (3 x 200 mL). The combined extracts were dried over magnesium sulfate, and the solvent was removed under reduced pressure. The oily residue was washed with hexanes (2 x 100 mL), and the solid dissolved in dichloromethane and loaded onto a silica gel column. Eluting with 0 to 25% ethyl acetate in hexanes gradient provided 5-amino-2-fluoro-4- methylbenzonitrile. LC/MS (m/z:151 M+1).

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

Reference:
Patent; GILEAD SCIENCES, INC.; ALLEVA, Jennifer, Lynne; DEMPAH, Kassibla, Elodie; FARAND, Julie; NOTTE, Gregory; (128 pag.)WO2018/169742; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Quality Control of 5-Bromo-4-fluoro-2-methylaniline

(1 ‘-bis(diphenylphosphino)ferrocene)-dichioropalladium(il) (234 mg, 0,286 mmol), phenylboronic acid (907 mg, 7.44 mmol) and 5-bromo-4-fluoro-2-methylaniline (1.17 g, 5.72 mmol) were dissolved in DME (10 ml). Sodium carbonate aq 2M (5.7 mL, 1 1 mmol) was added, and the mixture was irradiated with microwaves for 2h at 120C. After removing the DME under reduced pressure, the residue was taken with AcOEt (15 mL) and washed with brine (2 x 10 mL). The organic layer was concentrated under reduced pressure and the residue was purified by semi-preparative HPLC-UV, to afford 6-fluoro-4-methyl-[1 ,1 ‘-biphenyl]-3-amine (812 mg, Y = 70%) as a dark oil. MS (ESI+) m/z: 202.1 [M+H]+. (0152) Starting from 6-fluoro-4-methyl-[1 , 1 ‘-biphenyl]-3-amine (751 mg, 3.73 mmol), 3- bromo-N-(6-fluoro-4-methyl-[1 ,1’-biphenyl]-3-yl)benzenesulfonamide was synhesized as described in Procedure B, affording a mixture of mono- and di-sulfonamide, which by hydrolysis with NaOH aq/Dioxane was completely converted to the mono- sulfonamide (1 .41 g, Y = 89%). MS (ESI+) m/z: 442.0 [M+Na]+. (0153) The sulfonamide (1 .03 g, 2.46 mmol) was then coupled with hept-6-ynoic acid (0.63 mL, 4.92 mmol) as described in Procedure B, to afford 7-(3-(N-(6-fluoro-4-methyl- [1 ,1 ‘-biphenyl3-3-yl)sulfamoyl)phenyl)hept-6-ynoic acid (290 mg, Y = 25%). MS (ES+) m/z: 466.2 [M+H]+. (0154) Compound 9 was then obtained by reduction of the alkyne derivative (290 mg, 0.623 mmol) as described for compound 2, as a white solid (235 mg, Y = 80%). 1H NMR (300 MHz, CHLOROFORM-cf) delta ppm 1.20 – 1.33 (m, 4 H) 1 .47 – 1.59 (m, 4 H) 2.01 (s, 3 H) 2.31 (t, J=7.34 Hz, 2 H) 2.58 (t, J=7.56 Hz, 2 H) 6.88 (d, J=10.96 Hz, 1 H) 7.00 (s, 1 H) 7.27 (d, J=7.45 Hz, 1 H) 7.32 – 7.43 (m, 7 H) 7.51 – 7.60 (m, 2 H). MS (ESI+) m/z: 470.2 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 627871-16-3, its application will become more common.

Reference:
Patent; DOMPE’ FARMACEUTICI S.P.A.; DE PIZZOL, Maria; SIRICO, Anna; ZIPPOLI, Mara; BIANCHINI, Gianluca; BECCARI, Andrea; ARAMINI, Andrea; LIBERATI, Chiara Rossana Maria; (53 pag.)WO2018/29150; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 627871-16-3, 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.

To a solution of vinylidene chloride (127 ml), tert-butyl nitrite (19 ml) and copper(ll)chloride (18.4 g) in acetonitrile (150 ml) was 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 was stirred at room temperature for 48 hours, poured on diluted HCI and extracted with te/Y-butyl methyl ether (3x). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated. The residue was 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): delta 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).

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; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; HUETER, Ottmar Franz; WO2010/115780; (2010); 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., SDS of cas: 627871-16-3

WXBB-1-4a (20.00 g, 98.02 mmol, 1.00 eq) was dissolved in N-methylpyrrolidone (100.00 mL), followed by addition of cuprous cyanide (17.56 g, 196.04 mmol, 42.83 mL, 2.00 eq). The reaction was carried out at 180C for 3 hours. The reaction solution was cooled to room temperature, followed by addition of water (300 mL) and ammonia (300 mL), stirred at room temperature for 30 minutes, and extracted with ethyl acetate (200 mL 3). The organic phase was washed with saturated brine (200 mL) and water (200 mL), dried over anhydrous sodium sulfate, suction-filtered and rotary evaporated to dry under reduced pressure to give a crude product as a brown-black solid. The crude product was isolated by silica gel column chromatography (PE: EA=20:1-3:1) to give WXBB-1-4 (12.00 g, 79.92 mmol, 81.53% yield) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.21 (s, 3 H) 3.68 (br s, 2 H) 6.80 (d, J=5.40 Hz, 1 H) 6.91 (d, J=9.29 Hz, 1 H).

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 627871-16-3.

Reference:
Patent; Fujian Cosunter Pharmaceutical Co., Ltd.; WU, Chengde; YU, Tao; LI, Ning; CHEN, Shuhui; (58 pag.)EP3572412; (2019); A1;,
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, Computed Properties of C7H7BrFN

Alkylation of Compound (H) with Compound (I) to form Compound (G) To a mixture of Compound (I) (1.0 equiv) and Compound (H) (1.1 equiv) in toluene (5 vols) is charged iPr2Et (2.1 equiv). The mixture is heated to about 90 to about 100 C and aged for about less than 10 hours. Upon completion, the mixture is cooled and diluted with water (about 5 to about 6 vols). The biphasic mixture is separated and the organic solution is washed sequentially with aq. H4C1 (about 27 wt%, about 2 to about 3 vols), aq. NaHC03(about 9 wt%, about 2 to about 3 vols), and aq. NaCl (about 15 wt%, about 1 vols). The organic solution is dried over Na2S04, filtered, and washed with toluene (about 2 to about 3 vols). The solution is concentrated under vacuum at about 45 C and the residue is crystallized by the addition of hexane at about 20 C to about 25 C and at about 10 C to about 15 C. The slurry is filtered, washed with cooled isopropanol (about 1 vol) and dried under vacuum at about 37 C to about 43 C to afford Compound (G). 1H NMR (400 MHz, DMSO-d6): delta 7.05 (d, 1H, J= 12.0 Hz), 6.51 (d, lH, J= 8.0 Hz), 5.27 (t, 1H, J= 4.0 Hz), 4.17 (d, 2H, J= 4.0 Hz), 2.21-2.14 (m, 1H), 2.10 (s, 3H), 0.96-0.86 (m, 4H).13C NMR (100 MHz, DMSO-d6): 208.17, 151.63, 149.32, 143.99, 143.97, 123.81, 123.74, 118.13, 117.90, 112.87, 105.09, 104.88, 53.72, 18.33, 17.43, 17.42, 10.85.

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; GILEAD SCIENCES, INC.; BROWN, Brandon Heath; CHAN, Brenda J. Burke; CHIU, Anna; GRIGGS, Nolan; HEUMANN, Lars V.; LATHROP, Stephen P.; REYNOLDS, Troy Evan; SARMA, Keshab; SILER, David Allen; THOMPSON, Andrew S.; WANG, Tao; (146 pag.)WO2016/106384; (2016); 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., Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

Reference Example 52a; Pyridine (1.0 mL) and acetyl chloride (0.67 mL) were sequentially added to a methylene chloride (17 mL) solution of 5-bromo-4-fluoro-2-methylaniline (1.74 g), followed by stirring at room temperature for 1 hour. Water, 1 mol/L hydrochloric acid, and chloroform were added to the reaction mixture. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained residue, and the solid substance was collected by filtration to obtain 1.83 g of N-(5-bromo-4-fluoro-2-methylphenyl)acetamide as a white solid.1H-NMR (DMSO-d6) delta: 2.06 (3H, s), 2.18 (3H, s), 7.27 (1H, d, J=9.5 Hz), 7.74 (1H, d, J=6.8 Hz), 9.38 (1H, s).

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; Toyama Chemical Co., Ltd.; US2011/275797; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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.

Under a nitrogen atmosphere, 5-bromo-4-fluoro-2-methylaniline (2.0 g, 9.80 mmol),Bis (pinacolato) diboron (3.73 g, 14.7 mmol),Palladium acetate (220 mg, 0.98 mmol),X-Phos (701 mg, 1.47 mmoll) and potassium acetate (2.89 g, 29.4 mmol) were suspended in 1,4-dioxane (20 mL),Under heating reflux,Stir for 1.5 hours.It was allowed to cool, diluted with water, and extracted with ethyl acetate.Wash the organic layer with saturated saline,Dried over anhydrous magnesium sulfate,The solvent was distilled off under reduced pressure.The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate),Compound 14(1.65g,Yield 67.0%).

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; Shionogi Co Ltd; Ogawa, Tomoyuki; (39 pag.)JP2019/182806; (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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

The starting 5-bromo-4-fluoro-2-methylaniline (1) (20 g, 98 mmol) was dissolved in anhydrous 1-methylpyrrolidinone (100 mL), and copper (I) cyanide (17.6 g, 196 mmol) was added. The reaction was heated to 180 C. for 3 hours, cooled to room temperature, and water (300 mL) and concentrated ammonium hydroxide (300 mL) added. The mixture was stirred for 30 minutes and extracted with EA (3*200 mL). The combined extracts were dried over magnesium sulfate, and the solvent was removed under reduced pressure. The oily residue was washed with hexanes (2*100 mL), and the solid dissolved in dichloromethane and loaded onto a silica gel column. Eluting with 0 to 25% EA in hexanes gradient provided 5-amino-2-fluoro-4-methylbenzonitrile (10.06 g, 67.1 mmol). LC/MS (m/z: 151 M+1).

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 627871-16-3.

Reference:
Patent; Gilead Sciences, Inc.; Notte, Gregory; US2013/197037; (2013); A1;,
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, Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

At room temperature,The raw aniline compound (10 g, 49.0 mmol) was dissolved in 20 mL of pyridine, and the raw material was added4-nitro-2-carboxylate methylbenzenesulfonyl chloride (16.45 g, 58.8 mmol),Reaction at room temperature for more than 8 hours.After the reaction was monitored by TLC, the reaction was cooled to room temperature.Add 1N hydrochloric acid, adjust the pH to 3 ~ 4, precipitate a pale yellow precipitate, filter,Drying gave Intert I (18.6 g, yield: 84.9%). Can be used directly in the next reaction.

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; Shanghai Jiao Tong University School of Medicine; Zhang Jian; Zhao Mingzhu; Wei Jiacheng; (23 pag.)CN110642757; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary