تفاعل #577186

معادلة التفاعل

4′-Trifluoromethyl-2-biphenylcarboxylic acid

oxalyl chloride

pyridine

product

3-chloro-1N-methyl-5-amino-indole-2-carboxylic acid ethyl ester

→

title compound

3-chloro-1-methyl-5-[(4′-trifluoromethyl-biphenyl-2-carbonyl)-amino]-1H-indole-2-carboxylic acid ethyl ester

المذيبات

DMF

methylene chloride

CH2Cl2

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with 0.1 N HCl solution (2×500 mL) and with brine (500 mL)
2. 2
   تجفيفdried (MgSO4)
3. 3
   أخرىThe solvent was evaporated in vacuo
4. 4
   أخرىto give the crude product which
5. 5
   أخرىwas purified by recrystallization from EtOAc/isooctane

الإجراء التجريبي

4′-Trifluoromethyl-2-biphenylcarboxylic acid was converted to the corresponding acid chloride by treatment with oxalyl chloride in methylene chloride in the presence of catalytic amount of DMF. To a solution of the acid chloride (10.8 g, 38 mmol) and pyridine (3.27 mL, 40 mmol) in methylene chloride (200 mL) was added the product of step (c) (10.1 g, 40 mmol), and the reaction mixture was stirred at room temperature for 1 hour. The reaction solution was diluted to 600 mL with CH2Cl2, washed with 0.1 N HCl solution (2×500 mL) and with brine (500 mL), and then dried (MgSO4). The solvent was evaporated in vacuo to give the crude product which was purified by recrystallization from EtOAc/isooctane to afford 13.8 g of the title compound.

المصدر