4-Methylmorpholine → 4-(5-chloro-1-(3-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylamino)-1H-1,2,4-triazol-5-yl)pentyl)benzonitrile

Participants

Reaction Steps

Methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide (1.0 g, 2.36 mmol, from preparation A) and 6-chloro-2-(4-cyanophenyl)hexanoic acid (0.741 g, 2.94 mmol, from preparation AU) were coupled [N-methylmorpholine (1.29 mL, 11.8 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.370 mL, 11.8 mmol) using a procedure analogous to Step A of Example 13. After aqueous workup, 4-(5-chloro-1-(3-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylamino)-1H-1,2,4-triazol-5-yl)pentyl)benzonitrile was obtained. The crude product was used in the subsequent step without purification. LC-MS (M+H)+ 496.2.

Provenance & Evidence