The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Mar. 24, 1998

Filed:

May. 03, 1995
Applicant:
Inventor:

Thomas Robert Kowar, Mt. Prospect, IL (US);

Assignee:

G. D. Searle & Co., Chicago, IL (US);

Attorneys:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
C07D / ; C07D / ; C07D / ; C07D / ;
U.S. Cl.
CPC ...
544169 ; 546233 ; 546234 ; 546567 ; 546568 ;
Abstract

The present invention relates to a novel process for the preparation of N-heterocyclealkanamide derivatives having the following formula: ##STR1## which comprises reacting 1-(2-chloroethyl)piperidine with 2-chlorobenzeneacetonitrile to give (.+-.)-.alpha.-(2-chlorophenyl)-1-piperidinebutanenitrile; alkylating the piperidenebutanenitrile to give (.+-.)-.alpha.-(2-chlorophenyl)-.alpha.-(2,2-dimethoxyethyl)piperidine-1-b utanenitrile; hydrolyzing the resulting alkylated piperidinebutanenitrile to give (.+-.)-.alpha.-(2-chlorophenyl)-.alpha.-(2-oxoethyl)piperidine-1-butanenit rile; reacting the resulting piperidinebutanenitrile with isopropylamine to form (.+-.)-.alpha.-(2-chlorophenyl)-.alpha.-�2-�(1-methylethyl)imino!ethyl!pip eridine-1-butanenitrile; reducing the resulting imine to form (.+-.)-.alpha.-(2-chlorophenyl)-.alpha.-�2-�(1-methylethyl)amino!ethyl!-pi peridine-1-butanenitrile; acetylating the resulting amine to form (.+-.)-N-�3-(2-chlorophenyl)-3-cyano-5-(1-piperidinyl)pentyl!-N-(1-methyle thyl)acetamide; hydrolyzing the resulting acetylated amino substituted piperidine butanenitrile to form (.+-.)-.alpha.-�2-�acetyl(1-methylethyl)amino!ethyl!-.alpha.-(2-chlorophen yl)-1-piperidinebutanamide; and isolating the resulting piperidinebutanamide.


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