Lawesson's reagent → HCID 57991970, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl ((1R)-4-(2-((3-fluoro-4-nitrophenyl)carbonyl)hydrazino)-4-oxo-1-((6-(trifluoromethyl)-3-pyridinyl)methyl)butyl)carbamate (214 mg, 394 μmol) and Lawesson's reagent (207 mg, 512 μmol) in THF (3 mL) was heated in a Biotage® microwave reactor at 100° C. for 15 minutes. The mixture was concentrated under reduced pressure, and the resulting yellow solid was taken up in MeOH/DCM, absorbed onto silica gel, and purified by flash chromatography (silica gel, 2% to 6% MeOH/DCM) to provide tert-butyl (R)-4-(5-(3-fluoro-4-nitrophenyl)-1,3,4-thiadiazol-2-yl)-1-(6-(trifluoromethyl)pyridin-3-yl)butan-2-ylcarbamate (190 mg, 89.1% yield) as a light yellow solid. LCMS (API-ES) m/z: 564.0 (M+Na+)

Provenance & Evidence