Triethylamine → HCID 67121151, compound

Participants

Reaction Steps

4-Chloro-N-((1R,3S)-3-hydroxycyclopentyl)-5-(4-(trifluoromethyl)phenyl) isoxazole-3-carboxamide (57 mg, 152 μmol) was dissolved in tetrahydrofuran (2 mL) at room temperature and treated with Boc-Gly-OH (28 mg, 160 μmol), 1-Hydroxybenzotriazole hydrate (21 mg, 155 μmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (34 mg, 177 μmol) and triethylamine (21 μL, 151 μmol). The mixture was stirred overnight and the volatiles were then removed in vacuo. The crude residue was purified by silica gel chromatography, eluting with 55% ethylacetate in hexanes to give the title compound (1S,3R)-3-(4-chloro-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxamido)cyclopentyl 2-(tert-butoxycarbonyl)acetate (25 mg, 47 μmol).

Provenance & Evidence