Heptane → HCID 86663500, compound

Participants

Reaction Steps

To a solution of 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-hydroxyethyl)-1-naphthamide (Preparation 8, 730 mg, 1.4 mmol) in EtOAc (100 mL) was added Dess-Martin reagent (725 mg, 1.7 mmol). The reaction was stirred at room temperature for 2 hours. TLC 65:35 EtOAc:heptane shows complete conversion to less polar spot. 50 mL NaHCO3 was added to reaction mixture and stirred for 15 minutes. Contents were diluted with water, extracted with EtOAc (2×75 mL), dried (Na2SO4), and concentrated under vacuum to afford the intermediate (713 mg, 98%) as a solid. m/z (Cl) 513 [M+H]+.

Provenance & Evidence