Dimethylformamide → HCID 67335402, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.75 g 4-(4-bromobenzyl)-3-cyclohexyl-1-[4-(trifluoromethoxy)phenyl]-1H-pyrazole from Step D Example 13, 110 mg zinc cyanide, and 90 mg tetrakis(triphenylphosphine)palladium(0) in 5 mL DMF was heated under nitrogen in a 75° C. oil bath over night. Evaporate most of DMF. The residue was purified on silica gel using 10˜40% EtOAc in hexanes to give the title compound as a colorless gel. 1H NMR (CDCl3, 500 MHz) δ 7.64˜7.65 (m, 2H), 7.62˜7.64 (m, 2H), 7.50 (s, 1H), 7.35 (d, J=8.2 Hz, 2H), 7.26˜7.29 (m, 2H), 3.94 (s, 2H), 2.58 (tt, J=3.1 & 11.9 Hz, 1H), 1.82˜1.87 (m, 4H), 1.72˜1.76 (m, 1H), 1.58˜1.67 (m, 2H), 1.28˜1.38 (m, 3H). LC-MS: 2.67 min. (M+H=426).

Provenance & Evidence