Water → HCID 86721287, compound

Participants

Reaction Steps

A solution of 2-(2-(1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid (100 mg, 0.28 mmol), diphenylphosphoryl azide (0.066 mL, 0.31 mmol), TEA (0.047 mL, 0.33 mmol) and tert-butyl alcohol (0.052 mL, 0.56 mmol) in toluene (2.0 mL) was stirred at room temperature for 14 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by NH-silica gel column chromatography (solvent gradient; 50→80% ethyl acetate/hexane) to give ((2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)methyl)carbamic acid (13.6 mg, 0.032 mmol, 11.35%) as a pale-yellow oil.

Provenance & Evidence