Diethyl Ether → HCID 59251245, compound

Participants

Reaction Steps

To a stirred solution of 1-(2,6-dichlorophenyl)-2-[5-(3-methanesulfonyl-phenyl)-thiophen-2-yl]-1H-imidazole-4-carboxylic acid ethyl ester (300 mg, 0.58 mmol) in THF (3 mL) at 0° C. was added a 3.0M solution of methylmagnesium bromide in Et2O (0.80 mL, 2.4 mmol). After addition was completed the flask was removed from the ice-water bath and allowed to warm to ambient temperature. At 40 min the reaction mixture was quenched by addition of satd NH4Cl, extracted with EtOAc, dried (Na2SO4), concentrated and purified by chromatography (silica, EtOAc/Hex, 40:60 to 90:10) to give the title compound (0.17 g, 59%) as a white solid. 1H-NMR (DCM-d2): δ 8.07 (m, 1H), 7.81 (m, 2H), 7.46-7.60 (m, 4H), 7.21 (d, 1H), 6.85 (s, 1H), 6.62 (d, 1H), 3.05 (s, 3H), 2.68 (br s, 1H), 1.61 (s, 6H); MS (ES): 507, 509 [M+H]+.

Provenance & Evidence