Oxalyl chloride → HCID 67287730, compound

Participants

Reaction Steps

4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (100 mg, 0.283 mmol) was diluted with dichloromethane (1 mL) followed by the addition of oxalyl chloride in dichloromethane (2M) (0.156 mL, 0.311 mmol) and 1 drop of DMF. After stirring for 10 minutes, 3-amino-6-(trifluoromethyl)pyridine (91.8 mg, 0.566 mmol) and diisopropylethylamine (0.123 mL, 0.708 mmol) were added and the reaction was stirred for 5 hours. The reaction was loaded onto a biotage 25 column and eluted with 5% ethyl acetate/hexanes to 100% ethyl acetate to provide the desired product (141 mg, 100% yield).

Provenance & Evidence