[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thiourea → [5-(3-Chloro-benzyl)-4-ethyl-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 76 mg (0.33 mmol) 2-chloro-1-(3-chloro-phenyl)-pentan-3-one 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 19/1 yielding 62 mg (47%) [5-(4-chloro-benzyl)-4-ethyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine as a light brown viscous oil. MS ISP (m/e): 439.2/441.2 (100/40) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.19 (s, 1H), 7.74 (s, 1H), 7.64 (s, 1H), 7.35-7.18 (m, 5H), 7.10 (d, 1H), 7.02 (s, 1H), 4.02 (s, 2H), 3.79 (s, 3H), 2.56 (q, 2H), 2.14 (s, 3H), 1.20 (t, 3H).

Provenance & Evidence