Triethylamine → (S)-5-(4-Chlorophenyl)-4-methyl-N-(tetrahydrofuran-3-yl)isoxazole-3-carboxamide

Participants

Reaction Steps

(S)-Tetrahydrofuran-3-amine (13 μL, 0.13 mmol) was added to a mixture of 5-(4-chlorophenyl)-4-methylisoxazole-3-carboxylic acid (23 mg, 0.10 mmol), 1-hydroxybenzotriazole hydrate (16 mg, 0.12 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (22 mg, 0.12 mmol) and triethylamine (16 μL, 0.12 mmol) in tetrahydrofuran (0.8 mL) and N,N-dimethylformamide (0.1 mL). After stirring overnight, the volatiles were removed in vacuo and the compound was purified by silica gel chromatography eluting with 2% methanol in dichloromethane to afford the title compound: (21.6 mg, 0.07 mmol). MS (ESI) m/z (M+H+): 307.0.

Provenance & Evidence