3-Methylbenzoyl chloride → N-(6-chloropyrazin-2-yl)-3-methylbenzamide

Participants

Reaction Conditions

Reaction Steps

2-Amino-6-chloropyrazine (496.0 mg, 3.83 mmol) was dissolved in pyridine (15 mL). 3-Methylbenzoyl chloride (760 μL, 5.77 mmol) was added to the reaction mixture. The reaction was heated to 100° C. for 16 h then concentrated under vacuum. The residue was partitioned between 1M K2CO3 (50 mL) and CH2Cl2 (4×50 mL). The organic extracts were combined, washed with and brine (50 mL), dried over Na2SO4, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (5% EtOAc in CH2Cl2, Rf=0.39) to afford the title compound as a white solid (919.0 mg, 97%). MS m/z 248 (M+H)+.

Provenance & Evidence