Water → HCID 178521352, compound

Participants

Reaction Steps

TMSN3 (Fluka, 50 mg, 0.42 mmol), TBAF (Aldrich, 1.0 N in THF, 0.5 mL, 0.5 mmol) and N-({1-[4-(3-cyano-phenyl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide (as prepared in Example 48, less polar isomer, 70 mg, 0.14 mmol) were dissolved in THF (2 mL) and water (0.5 mL) mixed solvent. The reaction mixture was subjected to microwave irradiation at 120° C. for 20 min. The crude reaction mixture was loaded on a silica gel column using a CombiFlash® system using ethyl acetate and 7N NH3 in MeOH as eluent (from pure ethyl acetate to 5% 7N NH3 in MeOH in ethyl acetate) to afford the title compound as a white solid.

Provenance & Evidence