HCID 19783221, compound → HCID 19783146, compound

Participants

Reaction Steps

A mixture of 450 mg (0.612 mmol) of ethyl 3-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-1-(2-chloro-5-nitrophenyl)-1H-pyrazole-5-carboxylate (from Step H), 50 mg of platinum oxide and 80 mL of ethanol was shaken with hydrogen at 3-4 atm for 1.25 hours. The catalyst was removed by filtration through Celite, and the filtrate was concentrated in vacuo to yield 401 mg (93%) of the title compound as a tan solid, mp>75° C. (gradual); nearly homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 705 (M+1)+. 400 MHz 1H NMR (DMSO-d6) δ0.81 (t, J=7.4 Hz, 3H), 0.97 (t, J=7.1 Hz, 3H), 1.25 (m, 2H), 1.48 (m, 2H), 2.49 (t, 2H, partially obscured by DMSO peak), 4.0-4.2 (m, 4H), 5.5 (v br m, 2H), 6.64 (m, 2H), 7.1-7.4 (m, 8H), 7.47 (m, 2H), 7.6-7.75 (m, 2H), 8.16 (dd, J=8.0, 1.1 Hz, 1H).

Provenance & Evidence