Category: 96558-78-0

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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine, This compound has unique chemical properties. The synthetic route is as follows., 96558-78-0

To a solution of 3-bromo-5-chloro-aniline (0.2 g, 968.7 pmol, 1 eq), 2-isopropenyl- 4,4,5,5-tetramethyl-l,3,2-dioxaborolane (195.3 mg, 1.2 mmol, 1.2 eq) and K2CO3 (267.8 mg, 1.9 mmol, 2 eq) in 2 mL of dioxane and 0.2 mL of H2O was added Pd(dppf)Ch (70.9 mg, 96.9 pmol, 0.1 eq) and purged with N2 for 3 times. The mixture was stirred at 100C for 12 hours. The reaction mixture was partitioned between 3 mL of water and 5 mL of ethyl acetate. The organic phase was separated, washed twice with 2 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to give a residue, which was purified by prep-TLC (S1O2, eluting with Petroleum ether : Ethyl acetate = 5: 1) to give 83 mg of compound 2 (495.1 pmol, 51.1 % yield) as a green oil

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:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

96558-78-0, These common heterocyclic compound, 96558-78-0, name is 3-Bromo-5-chlorophenylamine, 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.

3-chloro-5-bromoaniline (1 g, 4.84 mmol) was dissolv ed in 75% I LSO ( 10 mL). Then glycerol (1.1 1 g, 12.1 mmol ) and nitrobenzene (0.59 g. 4.84 mmol ) were added. The reaction mixture was stirred at 150C for 3 hours under N2. EtOAc (50 ml ) was added and the mixture was adjusted to pH to 6-7 with a 30% solution of NaOH in water. The solid was filtered off over celite and the organic layer was separated and ev aporated. The residue was purified by flash column chromatograph over silica gel (gradient eiuent: petroleum ether EtOAc from 20/ 1 to 5/1). The desired fractions were collected and the solvent was evaporated to give a mixture of intermediate 457 and intermediate 458 (750 mg) as a white solid.

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 96558-78-0.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston, Stanislas, Marcella; GILISSEN, Ronaldus, Arnodus, Hendrika, Joseph; LAWSON, Edward, Charles; PANDE, Vineet; PARADE, Marcus, Cornelis, Bernardus, Catharina; SCHEPENS, Wim, Bert, Griet; THURING, Johannes, Wilhelmus, John, F; VIELLEVOYE, Marcel; SUN, Weimei; MEERPOEL, Lieven; (375 pag.)WO2017/32840; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

96558-78-0,Some common heterocyclic compound, 96558-78-0, name is 3-Bromo-5-chlorophenylamine, molecular formula is C6H5BrClN, 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.

(S)-tert-Butyl l-(3-bromo-5-chlorophenylamino)-l-oxo-3-phenylpropan-2-ylcarbamate (46.D). 3-bromo-5-chlorobenzenamine (3.73 g, 18 mmol) and (S)-2-(tert- butoxycarbonyl)-3-phenylpropanoic acid (4.8g, 18 mmol) were dissolved in DMF (100 mL, 1291 mmol) then triethylmine (5 mL, 36 mmol) and HBTU (14 g, 36 mmol) were added and the mixture was stirred for 14 h. After 14 hours the reaction was diluted with 500 mL EtOAc and the organic was washed with IN HCl and saturated bicarbonate solution. The extract was concentrated under reduced pressure on a rotary evaporator to afford a residue. The residue was purified on silica eluting with EtO Ac/Hex in a linear gradient.

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-5-chlorophenylamine, its application will become more common.

Reference:
Patent; AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming; WO2010/93849; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 96558-78-0, name is 3-Bromo-5-chlorophenylamine, 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 96558-78-0. 96558-78-0

To a solution of 3 -bromo-5-chloro- aniline (500 mg, 2.42 mmol) in l,4-dioxane (10 ml) and H20 (1 ml) was added 4, 4,5,5- tetramethyl-2-(2-methylprop- l-enyl)- 1 ,3,2-dioxaborolane (529 mg, 2.90 mmol), Pd(dppf)Cl2 (177 mg, 0.24 mmol) and Cs2C03 (2.37 g, 7.26 mmol). The RM was heated to 120 C for 12 h under N2. The solution was concentrated in vacuo. The residue was purified by FCC (25 % EtOAc in petroleum ether) to give the title compound as a green oil (Y = 41 %). ‘H NMR (400 MHz, DMSO-rf6) d ppm 6.42 (t, J= 2 Hz, 1H), 6.37 (s, 1H), 6.34 (s, 1H), 6.08 (s, 1H), 5.35 (s, 2H), 1.83 (s, 3H), 1.80 (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 3-Bromo-5-chlorophenylamine.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

96558-78-0, A common heterocyclic compound, 96558-78-0, name is 3-Bromo-5-chlorophenylamine, molecular formula is C6H5BrClN, 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.

To a solution of compound A (1 g, 4.8 mmol, 1 eq ), compound B (1.2 g, 7.3 mmol, 1.5 eq ) and K2CO3 (2.0 g, 14.5 mmol, 3 eq) in 5 mL of dioxane and 1 mL of H2O was added Pd(dppf)Cl2 (354.4 mg, 484.3 pmol, 0.1 eq) under N2. The mixture was stirred at 100C for 12 hours. Then it was partitioned between 30 mL of water and 60 mL of ethyl acetate. The organic phase was separated, washed with 30 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography (S1O2, eluting with a gradient of petroleum ether: ethyl acetate = 1 :0 to 1 : 1) to give 440 mg of compound C (2.6 mmol, 54.2% yield) as a brown oil.

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

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics