2-(Bromomethyl)tetrahydro-2H-pyran → HCID 11677080, compound

Participants

Reaction Steps

To a suspension of 100 mg of 5-methyl-2-(4-trifluoromethoxy-phenyl)-1H-imidazole-4-carboxylic acid piperidin-1-ylamide in 3 ml of acetonitrile was added 33 mg of potassium tert-butylate and the reaction mixture was stirred at room temperature for 2 minutes. After such time, 0.034 ml of 2-(bromomethyl)-tetrahydro-2H-pyran (as R3—(CH2)m—Br) was added and the reaction mixture was stirred at 100° C. for 26 hours under argon atmosphere. The reaction mixture was then diluted with ethylacetate/water, the aqueous phase removed, and the organic phase was washed with 2×H2O followed by brine, dried (MgSO4), and after filtration concentrated in vacuo and purified by column chromatography (50 g SiO2, CH2Cl2/MeOH: 24/1) to give 44 mg of the title compound as a pale yellow solid, MS (ISP) 467.2 (M+H)+.

Provenance & Evidence