Dichloromethane → HCID 86664392, compound

Participants

Reaction Steps

To a solution of 4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (1.00 g, 2.83 mmol) and a drop of DMF in 1,2-dichloroethane (10 mL) was added 2 M solution of oxalyl chloride in dichloromethane (1.556 ml, 3.113 mmol) and the mixture was stirred at ambient temperature for 1 hour. Gas evolution was observed. 6-Bromopyridin-2-amine (0.489 g, 2.8303 mmol) and triethylamine (0.789 ml, 5.66 mmol) were added to the acid chloride solution. The mixture was stirred at ambient temperature for 18 hours. The whole mixture was purified on silica gel (EtOAc/hexanes gradient) to provide 0.939 g of the title compound as a white solid (65.3%). MS (apci) m/z=508.0 (M+H).

Provenance & Evidence