Benzoyl chloride → HCID 21313318, compound

Participants

Reaction Steps

3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxyindole (both disclosed in U.S. Pat. No. 3,238,215); 3-[3-(2-cyclohexylmethylpiperidino)propyl]-7-trifluoromethylindole (m.p. 90.5°-91.5° C.); 3-[4-(2-cyclohexylmethylpiperidino)butyl]-5-chloro-7-trifluoromethylindole (m.p. 80°-81° C.) (both prepared according to the procedure described in U.S. Pat. No. 3,238,215); 3-[3-(2-cyclohexylmethylpiperidino)propyl]-5-methoxy-2-hydroxymethylindole; or 3-[3-(2-cyclohexylmethylpiperidino)propyl]-5,7-difluoro-2-hydroxymethylindole (both disclosed in U.S. Pat. No. 3,578,669) with a mineral oil dispersion of sodium hydride in DMF, and reaction of the resulting sodium salt with benzoyl chloride using the procedure described above in Example 1, affords the respective compounds of formula I in Examples 66-71 where, in each instance, A is benzoyl and N=B is 2-cyclohexylmethylpiperidino.

Provenance & Evidence