Pyridine → HCID 67287330, compound

Participants

Reaction Steps

4-(6-Chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation B; 460 mg, 1.22 mmol) was diluted with DCM (5 mL) followed by the addition of oxalyl chloride in DCM (2M) (671 μL, 1.34 mmol) and DMF (1 drop). 5-Bromopyridin-2-amine (634 mg, 3.66 mmol) and pyridine (966 mg, 12.2 mmol) were added and the reaction was stirred at ambient temperature for 2 hours. The reaction was diluted with ethyl acetate and washed with 2N HCl, water, dried over MgSO4, filtered and concentrated. The material was purified on silica gel eluting with 5% ethyl acetate/hexanes to 70% ethyl acetate/hexanes to yield the desired compound (450 mg, 0.846 mmol, 69.3% yield).

Provenance & Evidence