HCID 86754301, compound → HCID 15858099, compound

Participants

Reaction Steps

A solution of (5R, 6S, 7S)-6-(4-fluorophenyl)-3-[1-(tert-butyloxycarbonyl)-6-trifluoromethyl-benzimidazol-4-yl)-1-oxaspiro[4.4]nonane-7-carboxylic acid methyl ester (13.5 mg, 0.024 mmol) in methylene chloride (1 mL) was treated with anhydrous zinc bromide (11 mg, 0.049 mmol) for 6 hours at room temperature. The reaction was quenched with saturated NaHCO3 solution, diluted with methylene chloride, the organic layer separated and washed with saturated brine solution, dried (Na2SO4), and evaporated to obtain 8.4 mg of the title compound. 400 MHz 1H NMR (CD3OD): δ 1.92-2.11 (m, 3H), 2.24-2.37 (m, 2H), 2.48 (dd, 1H), 3.13 (m, 1H), 3.41 (m, 1H), 3.56 (s, 3H), 4.17 (t, 1H), 6.75 (br s, 1H), 7.06 (t, 2H), 7.42 (m, 2H), 7.68 (br s, 1H), 8.28 (br s, 1H); Mass spec (NH3 /CI): δ 414 (M+1).

Provenance & Evidence