4-Methylmorpholine → HCID 66858196, compound

Participants

Reaction Steps

Methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide (4.0 g, 9.42 mmol, from preparation A) and 2-(4-bromophenyl)-6-chlorohexanoic acid (3.60 g, 11.77 mmol, from preparation AT) were coupled [N-methylmorpholine (5.18 mL, 47.1 mmol) was substituted for N,N-diisopropylethylamine] and then reacted with hydrazine (1.48 mL, 47.1 mmol) using a procedure analogous to Step A of Example 13. After an aqueous workup, crude 5-(1-(4-bromophenyl)-5-chloropentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine (2.43 g, 4.42 mmol, 46.9% yield) was obtained as a brown foamy solid The crude product was used in next step without purification. LC-MS (M+H)+ 551.2.

Provenance & Evidence