Pyridine → 3-[6-[(4-tert-Butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido-[2,3-b][1,5]benzodiazepin-8-yl]-1,2,4-oxadiazol-5(4H)-one

Participants

Reaction Steps

To 6-[(4-tert-butylphenyl)sulfonyl]-N′-hydroxy-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine-8-carboximidamide (intermediate 55, 0.040 g, 0.0771 mmol) in DCM (0.7 mL) and DMF (1 mL) at 0° C. was added pyridine (7.9 mg, 0.100 mmol) and ethyl chloroformate (8.8 mg, 0.081 mmol), and the reaction was allowed to warm room temperature over 2 h. The volatiles were removed, and the residue was purified by SiO2 column chromatography, eluting with 0-100% EtOAc in hexanes, to yield the desired product. LC/MS: m/e 592.2 (M+H)+.

Provenance & Evidence