Water → HCID 121393689, compound

Participants

Reaction Steps

Sodium hydride (10 mg of a 60% dispersion in mineral oil, 0.25 mmol) was added to a stirred suspension of 4-(5-{5-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazol-4-yl}-1H-pyrazol-1-yl)benzonitrile (Example 1) (70 mg, 0.17 mmol) in THF (2.0 mL) under a nitrogen atmosphere. This resulted in degassing and the formation of a yellow solution. Iodomethane (0.031 mL, 0.5 mmol) was added and the mixture was stirred for 3 h. Water (10 mL) was added and the mixture was extracted with DCM (2×10 mL). The combined organic phase was dried (sodium sulfate) and concentrated in vacuo. The residue was purified by flash column chromatography (2 g Si II SPE eluted with 0-50% EtOAc in DCM in 10% increments). Concentration of the appropriate fractions in vacuo gave the title compound which was freeze-dried from acetonitrile/water to afford a fluffy white solid (50 mg).

Provenance & Evidence