Water → HCID 178424891, compound

Participants

Reaction Conditions

Reaction Steps

(1-Quinolin-2-ylmethyl-1H-imidazol-4-yl)-methanol (350 mg, 1.46 mmol, example 87) is dissolved in 20% DMPU in THF (5 mL) and cooled to 0° C. Sodium hydride (60%, 60 mg, 1.50 mmol) is added portionwise, and the contents stirred for 15 min. Isobutyl 2-bromomethyl-6-methyl-benzoate (57%, 730 mg, 1.46 mmol, example 2) is added, the reaction is allowed to come to r.t. and stirred overnight. The contents are poured into water (200 mL) and extracted with dichloromethane (3×75 mL). The organic fractions are pooled and washed with brine (3×100 mL), dried over MgSO4, filtered and reduced under vacuum to an oil. The crude material is purified by flash chromatography (silica, 3% methanol in dichloromethane) to give the title compound. MS (ESI) 443 (M+H)+.

Provenance & Evidence