4-(4-Bromo-2-fluorobenzyl)-3-n-butyl-1-(2-chloro-5-nitrophenyl)-1H-pyrazole-5-carbonitrile → 1-(5-Amino-2-chlorophenyl)-4-(4-bromo-2-fluorobenzyl)-3-n-butyl-1H-pyrazole-5-carbonitrile

Participants

Reaction Steps

By the procedure of Example 1, Step I, 4-(4-bromo-2-fluorobenzyl)-3-n-butyl-1-(2-chloro-5-nitrophenyl)-1H-pyrazole-5-carbonitrile (from Step F) was hydrogenated in the presence of platinum oxide catalyst to give a 96% yield of the title compound as a tacky, orange oil; nearly homogeneous by TLC in 3:1 hexane-EtOAc; mass spectrum (FAB) m/e 461, 463 (M+1)+. 200 MHz 1H NMR (CDCl3) δ0.89 (t, J=7.2 Hz, 3H), 1.33 (m, 2H), 1.58 (m, 2H), 2.58 (t, J=7.7 Hz, 2H), 3.94 (s, 2H), 6.69-6.75 (m, 2H), 7.03 (dd, J≈8, 8.5 Hz, 1H), 7.2-7.3 (m, 3H).

Provenance & Evidence