Ammonia → 3-[4-(2-Chloro-pyridin-3-ylmethoxy)-phenyl]-isoxazole-5-carboxylic acid amide

Participants

Reaction Steps

3-[4-(2-Chloro-pyridin-3-ylmethoxy)-phenyl]-isoxazole-5-carboxylic acid ethyl ester (which may be prepared as described in Preparation of Intermediate 11; 57 mg, 0.16 mmol) was taken up in 2M NH3 in EtOH. The mixture was stirred overnight, transferred to a 20 mL scintillation vial and evaporated after several hours at room temperature. The residue was purified twice by chromatography, eluting first with 35-80% EtOAc/hexanes and then with 50-90% EtOAc/hexanes to give 3-[4-(2-chloro-pyridin-3-ylmethoxy)-phenyl]-isoxazole-5-carboxylic acid amide (7.2 mg, 14%). HRMS Calcd. for C16H13ClN3O3 (M+H)+, 330.0640. Found: 330.0637.

Provenance & Evidence