Imidazole → HCID 58488250, compound

Participants

Reaction Steps

To a solution of (S)-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol (3.5 g, 9.8 mmol), and imidazole (0.8 g, 11.8 mmol) in CH2Cl2 (50 mL) was added tert-butylchlorodimethylsilane (1.6 g, 10.4 mmol) and TEA (1.6 mL, 11.8 mmol) at room temperature. The mixture was stirred over the weekend. The mixture was diluted with DCM and washed with water, saturated NaHCO3, and brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude residue was purified by chromatography on silica gel (40-50% DCM-hexane) to provide the product as a white solid (3.4 g, 74%). LCMS (API-ES) m/z: 473 (M+H+).

Provenance & Evidence