Oxalyl chloride → HCID 67288212, compound

Participants

Reaction Steps

4-(6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation B; 60 mg, 0.16 mmol) was diluted with DCM (1 mL) followed by the addition of oxalyl chloride in DCM (2M) (88 μl, 0.18 mmol) and DMF (1 drop). After stirring for 10 minutes, 2-(3,5-dichloropyridin-2-yl)ethanamine (30 mg, 0.16 mmol) and DIEA (111 μl, 0.64 mmol) were added. The reaction was stirred for 2 hours. The reaction was loaded onto silica gel and eluted with a gradient of 5%-75% ethyl acetate/hexanes to yield the desired compound (40 mg, 0.073 mmol, 46% yield).

Provenance & Evidence