These common heterocyclic compound, 30273-47-3, name is 4-Bromo-5-chloro-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. Computed Properties of C7H7BrClN
Example 11; 3-(4-(5-(8-Bromo-6-(trifluor omethv l)im idazo [ 1 ,2-alpha] pyridin-2-yl)- 1 ,2,4-oxadiazol-3-yl)-2- chloro-5-methylphenyl)propanoic acid; 2-Methyl-4-bromo-5-chloro benzonitrile (57).; To a stirred solution of 2-methyl-4- bromo-5-chloro aniline (56) (2.9 g, 13 mmol) in concentrated HCl (14.5 rnL) cooled to 0 0C was added a solution of sodium nitrite (1 g, 14 mmol) in water (3.5 mL) slowly over 20 min. After stirring at 0 0C for 35 min, a pre-cooled solution of copper (I) cyanide (11.80 g, 13.1 mmol) and sodium cyanide (6.46 g, 13.1 mmol) in water (81 mL) was gradually added to the above solution of diazonium salt at 0 0C over a period of 50 min. After addition, the resulting mixture was stirred at room temperature for 18 h. The precipitated solid was filtered, washed with water and dried. The resulting solid was then dissolved in EtOAc and washed with water followed by saturated NaCl solution. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography, eluting with 5-10% EtOAc/hexane, to afford the title intermediate 57 as a white solid (2.1 g, yield 69%).
The synthetic route of 4-Bromo-5-chloro-2-methylaniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; EXELIXIS, INC.; CANNE BANNEN, Lynne; CHAN, Diva Sze-ming; GU, Xiao-hui; MAC, Morrison, B.; NG, Stephanie; WANG, Tie-lin; WANG, Yong; XU, Wei; WO2010/65760; (2010); A1;,
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