Butyl chloroformate → 4-[[2'-[N-(n-Butoxycarbonyl)sulfamoyl]-3-fluorobiphenyl-4-yl]methyl]-3-n-butyl-1-[2-chloro-5-(propionylamino)phenyl]-1H-pyrazole-5-carbonitrile

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This material was prepared by reaction of 3-n-butyl-1-[2-chloro-5-(propionylamino)phenyl]-4-[(3-fluoro-2'-sulfamoylbiphenyl-4-yl)methyl]-1H-pyrazole-5-carbonitrile (from Example 4, Step K) according to the method of Example 6, except that n-butyl chloroformate was substituted for di-t-butyl dicarbonate, and the overnight reaction was conducted at 50° C. The crude product was purified by reverse phase HPLC, as described in Example 6, to give a 30% yield of the title compound as a nearly white solid; homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 694 (M+1)+. 400 MHz 1H NMR (CDCl3) δ0.81 (t, J=7.4 Hz, 3H), 0.95 (t, J=7.3 Hz, 3H), 1.15 (m, 2H), overlapping 1.21 (t, J=7.5 Hz, 3H), 1.38-1.46 (m, 2H), 1.72 (m, 2H), 2.38 (q, J=7.5 Hz, 2H), 2.74 (t, J=7.8 Hz, 2H), 3.97 (t, J=6.5 Hz, 2H), overlapping 4.04 (br s, 2H), 7.06-7.12 (m, 2H), 7.27-7.35 (m, 2H), 7.40-7.68 (m, 5H), 7.97 (s, 1H), 8.26 (dd, J=8.0, 1.3 Hz, 1H).

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