Water → N-{6-[(Phenylmethyl)oxy]-3-pyridinyl}acetamide

Participants

Reaction Steps

To a solution of 6-[(phenylmethyl)oxy]-3-pyridinamine (0.213 g, 1.07 mmol; step B above) in CH2Cl2 (5 mL) at rt was added pyridine (0.17 mL, 2.14 mmol), DMAP (0.0065 g, 0.050 mmol) and Ac2O (0.12 mL, 1.28 mmol). After 5 min the mixture was poured into water and extracted with CH2Cl2 (×3). The combined organics were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (EtOAc/hexanes), affording 0.245 g of the title compound as a colorless solid: MS (ESI) m/z 243 (M+1).

Provenance & Evidence