tert-Butanol → HCID 86592856, compound

Participants

Reaction Steps

A mixture of 5-(4-{2-[(aminocarbonyl)amino]ethoxy}-phenyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid (1.56 g), diphenylphosphoryl azide (1.62 g), and Et3N (597 mg) in t-butanol (5 ml) was refluxed for 3 hours. The mixture was concentrated in vacuo, and the residue was partitioned between ethyl acetate and H2O. The combined organic layer was washed twice with 1M HC1. and washed with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography elutedwith ethyl acetate to give tert-butyl [5-(4-{2-[(aminocarbonyl)amino]-ethoxy}phenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]carbamate (519 mg) as an amorphous powder.

Provenance & Evidence