Dimethylformamide → HCID 67335072, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 526 mg 3-(4-bromobenzyl)-1-cyclohexyl-5-[4-(trifluoromethoxy)phenyl]-1H-pyrazole from Step C above, 79.9 mg zinc cyanide, 50.8 mg tetrakis(triphenylphosphine)palladium(0) in 2 mL DMF was heated under nitrogen in 80° C. oil bath for 20 hours. Evaporate most of DMF. The residue was purified on silica gel using 1 and 3% MeCN in methylene chloride to give the title compound as a yellowish solid. 1H NMR (CDCl3, 500 MHz) δ 7.61 (d, J=8.2 Hz, 2H), 7.42 (d, J=8.3 Hz, 2H), 7.35˜7.38 (m, 2H), 7.31 (d, J=8.3 Hz, 2H), 5.94 (s, 1H), 4.09 (s, 2H), 4.02 (tt, J=2.75 & 11.7 Hz, 1H), 2.03˜2.11 (m, 2H), 1.87˜1.94 (m, 4H), 1.69˜1.72 (m, 1H), 1.25˜1.35 (m, 3H). LC-MS: 2.55 min. (M+H=426.2).

Provenance & Evidence