Chloroacetyl chloride → HCID 178521457, compound

Participants

Reaction Steps

1-[4-(4-Chloro-2-fluoro-phenyl)-piperazin-1-yl]-2-[trans-4-(4-nitro-3-trifluoromethyl-phenylamino)-cyclohexyloxy]-ethanone was prepared using a two-step synthesis. In the first step, 1-chloracetyl-4-(4-chloro-2-fluoro-phenyl)-piperazine (also known as 2-chloro-1-[4-(4-chloro-2-fluoro-phenyl)-piperazin-1-yl]-ethanone) was prepared from 1-(4-chloro-2-fluoro-phenyl)-piperazine and chloroacetyl chloride using the procedure illustrated in Example 4. In the second step, the 1-[4-(4-chloro-2-fluoro-phenyl)-piperazin-1-yl]-2-[trans-4-(4-nitro-3-trifluoromethyl-phenylamino)-cyclohexyloxy]-ethanone was prepared from the 1-chloracetyl-4-(4-chloro-2-fluoro-phenyl)-piperazine and trans-4-(4-nitro-3-trifluoromethyl-phenylamino)-cyclohexanol (prepared in accordance with Example 5) using the procedure illustrated in Example 11. This afforded the product as a yellow solid (13% yield). The structure was confirmed using Protocol II-A. Calculated mass=559; observed mass=559; HPLC retention time=4.57 min.

Provenance & Evidence