Ammonium Chloride → 1-[5-(1H-Tetrazol-5-yl)pyrimidin-2-yl]piperidin-4-ol

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(4-hydroxypiperidin-1-yl)pyrimidine-5-carbonitrile (2 g, 9.79 mmol), sodium azide (0.955 g, 14.69 mmol) and ammonium chloride (1.048 g, 19.59 mmol) in DMF (24.48 mL) was heated at 130° C. for 1 h. The mixture was cooled to RT, diluted with 1N NaOH (5 mL), washed Et2O (2×10) mL. The aqueous layer was acidified to pH about 1 with 2 N HCl and placed in the refrigerator for 1 h. The solid was filtered and washed with water followed by Et2O. The solid was dried under high vacuum to afford the title compound.

Provenance & Evidence