Sodium hydride → HCID 117667378, compound

Participants

Reaction Steps

To a solution of (5-Bromo-pyridin-3-yl)-methanol (600 mg, 3.2 mmol) in THF (50 mL) is added 60% NaH (160 mg, 3.9 mmol) at 0° C. under N2 atmosphere. The mixture is stirred at room temperature for 1 hour. Then 2-chloro-N,N-dimethyl-acetamide (420 mg, 3.5 mmol) is added into the mixture at 0° C. After addition, the mixture is stirred at room temperature for 16 hrs. After quenching with saturated NH4Cl aqueous solution, the mixture is extracted with EtOAc for three times. The organic layers are combined, dried over Na2SO4, filtered and concentrated. The crude product is purified by preparative TLC to give 700 mg of 2-(5-bromo-pyridin-3-ylmethoxy)-N,N-dimethyl-acetamide.

Provenance & Evidence