Phenyl carbamate → HCID 59420858, compound

Participants

Reaction Conditions

Reaction Steps

Nitrogen gas is bubbled trough a solution of 1-(5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-3-{3-fluoro-5-(piperidin-4-yloxy)-phenyl}-urea (390.6 mg, 1.0 mmol) and carbamic acid phenyl ester (140.6 mg, 1.0 mmol) in DMSO (2 mL) for 5 minutes. Next, N,N-diisopropylethylamine (350 μL, 2.0 mmol) is added. After stirred at 85° C. overnight, the reaction mixture is distributed between ethyl acetate (15 mL) and saturated sodium bicarbonate (50 mL). The aqueous phase is isolated and extracted with ethyl acetate (2×15 mL). The combined organic phases are dried over sodium sulfate and concentrated. The residue is purified on a silica gel chromatography with hexanes and ethyl acetate to give a white solid (250 mg, 58% yield, ES+(m/z) 433.3 [M+H]).

Provenance & Evidence