Sodium hydride → HCID 66666899, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-chloro-3-hydroxymethyl-6-methoxypyridine (50 mg, 0.29 mmol) in DMF (3 mL) was added sodium hydride dispersion in oil (60%, 13.8 mg, 0.576 mmol) and the reaction stirred at 0° C. for 30 minutes. 3-Chloro-4-fluorobenzonitrile (45 mg, 0.288 mmol) was then added and the reaction stirred, warming to room temperature for 2 hours. The reaction was poured onto water (10 mL) and extracted with EtOAc (10 mL), dried over sodium sulfate and concentrated in vacuo to afford the title compound (89 mg, 72%).

Provenance & Evidence