Benzyl Alcohol → HCID 57516330, compound

Participants

Reaction Steps

To a solution of 5-fluoro-6-methyl-nicotinic acid (0.17 g, 1.10 mmol) in toluene (10 mL) is added diphenylphosphoryl azide (0.30 mL, 1.3 mmol) followed by N,N-diisopropylethylamine (0.21 mL, 1.20 mmol). The mixture is stirred at room temperature for 1 h then benzyl alcohol (0.14 mL, 1.30 mmol) is added and the reaction mixture is heated to 110° C. for 2 h. The mixture is cooled to room temperature and concentrated under reduced pressure. The residue is purified by flash silica gel chromatography using a 0-30% gradient of EtOAc/heptanes to provide 0.196 g of (5-fluoro-6-methyl-pyridin-3-yl)-carbamic acid benzyl ester as a solid.

Provenance & Evidence