3-Pyridinemethanol → HCID 86598525, compound

Participants

Reaction Steps

To a solution of N,N-carbonyldiimidazole (2.1 g, 12.8 mmol) in THF (15 mL) was added a solution of 3-pyridylcarbinol (1.3 g, 11.6 mmol) in THF (15 mL). After stirring for 30 minutes, a solution of (4-aminomethylphenyl)methanol (1.4 g, 10.4 mmol) in THF (15 mL) and triethylamine (3.2 mL, 23.2 mmol) were added, and the mixture was stirred overnight. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with water (30 mL) and extracted with 10% MeOH in CHCl3 (30 mL×2). The organic layer was dried (Na2SO4), evaporated under reduced pressure, and the residue was purified by MPLC on silica gel (5% MeOH in CHCl3) to afford the titled compound (1.31 g, 46%) as a white solid.

Provenance & Evidence