3-Chloro-4-(4-chlorophenyl)-2-butanone → [5-(4-Chloro-benzyl)-4-methyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Participants

Reaction Steps

The title compound was prepared in analogy to example 1 step e) from 72 mg (0.33 mmol) 3-chloro-4-(4-chlorophenyl)-2-butanone and 79 mg (0.3 mmol) [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea. The crude product was purified on silica gel with methylene chloride/methanol 9/1 yielding 78 mg (61%) [5-(4-chloro-benzyl)-4-methyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine as a light brown solid. MS ISP (m/e): 425.1/427.1 (100/42) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.15 (s, 1H), 7.64 (s, 1H), 7.52 (s, 1H), 7.37 (d, 2H), 7.26 (d, 2H), 7.23 (s, 2H), 3.98 (s, 2H), 3.77 (s, 3H), 2.23 (s, 3H), 2.14 (s, 3H).

Provenance & Evidence