Oxalyl chloride → HCID 67287686, compound

Participants

Reaction Steps

4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation B; 45 mg, 0.12 mmol) was diluted with DCM (1 mL) followed by the addition of oxalyl chloride in DCM (2M) (66 μl, 0.13 mmol) and DMF (1 drop). 2-(3-chlorophenyl)pyrimidin-5-amine (25 mg, 0.12 mmol) and DIEA (52 μl, 0.30 mmol) were added and the reaction was stirred at ambient temperature for 4 hours. The reaction was loaded directly onto silica gel and eluted with 5% ethyl acetate/hexanes to 70% ethyl acetate/hexanes to yield the desired compound (45 mg, 0.080 mmol, 67% yield).

Provenance & Evidence