4-Methylmorpholine → 5-(5-chloro-1-(4-(2,2-difluoroethoxy)phenyl)pentyl)-N-(4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenyl)-1H-1,2,4-triazol-3-amine

Participants

Reaction Steps

Methyl 4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenylcarbamimidothioate, hydroiodide (600 mg, 1.47 mmol, from preparation T) and 6-chloro-2-(4-(2,2-difluoroethoxy)phenyl)hexanoic acid (475 mg, 1.55 mmol, from preparation AX) were coupled [N-methylmorpholine (0.810 mL, 7.37 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (0.231 mL, 7.37 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, crude 5-(5-chloro-1-(4-(2,2-difluoroethoxy)phenyl)pentyl)-N-(4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenyl)-1H-1,2,4-triazol-3-amine was obtained as a brown gummy oil. LC-MS (M+H)+ 534.4.

Provenance & Evidence