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US 4,791,199 AGranted
Process for antiarrhythmic 1,3-diazabicyclo[4.4.0]dec-2-en-4-ones
AssigneeG. D. Searle & Co.
InventorsKathleen T. McLaughlin, Robert J. Chorvat, Kathleen A. Prodan
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Abstract
This invention relates to a process for preparing useful antiarrhythmic 1,3-diazabicyclo[4.4.0]dec-2-en-4-ones from 1-acyl-.alpha.-[2-[bis(1-methylethyl)amino]ethyl]-.alpha.-phenyl-2-piperid ineacetamides. This invention also relates to the 1-acyl-.alpha.-[2-[bis(1-methylethyl)amino]ethyl]-.alpha.-phenyl-2-piperid ineacetamides employed in this process.
Claims12
A process for preparing a 1,3-diazabicyclo[4.4.0]dec-2-en-4-one of the formula ##STR20## or an isomer of a racemate thereof, wherein R is:
- (a) hydrogen
- (b) alkyl of 1 to 6 carbon atoms, inclusive;
- or
- (c) ##STR21## wherein each T is a substituent taken independently, selected from the group consisting of:
- (a) hydrogen
- (b) halogen;
- (c) alkyl of 1 to 6 carbon atoms, inclusive;
- (d) alkoxy of 1 to 6 carbon atoms, inclusive;
- or
- (e) phenyl;
- wherein each X is a substituent taken independently, selected from the group consisting of:
- (a) hydrogen;
- (b) halogen;
- (c) alkyl of 1 to 6 carbon atoms, inclusive;
- (d) alkoxy of 1 to 6 carbon atoms, inclusive;
- or
- (e) phenyl
- comprising
- (a) acylating a 2-piperidineacetamide of the formula ##STR22## or an isomer or a racemate thereof, wherein T and X are defined as above, to form a 1-acyl-2-piperidineacetamide of the formula ##STR23## or an isomer or a racemate thereof, wherein R, T, and X are defined as above;
- and
- (b) cyclizing the 1-acyl-2-piperidineacetamide with a strong base taken from the group consisting of alkali metal hydroxides, alkali metal alkoxides, alkaline earth hydroxides, and quaternary ammonium hydroxides in a polar organic solvent.
18 more elements
Dependencies are inferred from the claim text.