1,2-Dichloroethane → HCID 67107360, compound

Participants

Reaction Conditions

Reaction Steps

Neat pyridin-3-amine (116 mg, 1.23 mmol) was added in one charge to a stirred suspension of 5-bromo-2-{[(3-fluorophenyl)methyl]oxy}benzoic acid (may be prepared as described in Description 83; 200 mg, 0.62 mmol), EDC (354 mg, 1.85 mmol), HOBT (283 mg, 1.85 mmol) and triethylamine (0.26 ml, 1.85 mmol) in N,N-dimethylformamide (6 ml) in air at room temperature. The reaction mixture was stirred at 25° C. overnight. Water (25 ml) was added, and the mixture was extracted with ethyl acetate (20 ml×3). The organic phase was washed with saturated brine (10 ml), water (25 ml), dried over sodium sulfate, and evaporated in vacuo. The residue was purified with Prep-TLC (elute: dichloromethane:methanol=25:1) to obtain crude product which was washed with methanol (4 ml) to yield the title compound as a white solid. 33 mg.

Provenance & Evidence