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US 6,441,192 B1Granted
Acylation process
AssigneePfizer Inc.
InventorJolyon Francis Perkins
Life of this patent
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Abstract
The present invention is concerned with the acylation of indoles, specifically the preparation of 3-acylated indoles which may be further treated to provide indoles having an alternative substituent at the 3-position.
Claims5
A process for the preparation of a compound of formula (I)
- wherein R=C1-C6 alkyl, C1-C6 alkoxy, C3-C7 cycloalkyl, aryl optionally substituted by one or more of hydroxy, C1-C4 alkyl, C1-C4 alkoxy, fluoro, fluoro(C1-C4)alkyl and fluoro(C1-C4)alkoxy, or N-carboxybenzyl-2-pyrrolidinyl and X is hydrogen or one or more substituents independently selected from cyano, halogen, nitro, C1-C6 alkyl, C1-C6 alkoxy, C3-C7 cycloalkyl and aryl optionally substituted by one or more of cyano, halogen, nitro, C1-C4 alkyl, C1-C4 alkoxy, fluoro(C1-C4)alkyl and fluoro(C1-C4)alkoxy;
- which comprises separately and simultaneously adding to a stirred solution of an indole of formula (II)
- wherein X is as hereinbefore defined;
- (i) a solution containing an acid chloride of formula RCOCl wherein R is as hereinbefore defined;
- and
- (ii) a solution containing an alkyl or aryl magnesium halide in such a way that
- (a) the solutions (i) and (ii) are added with sufficient separation to prevent their reacting with one another;
- and
- (b) the solutions (i) and (ii) are added at equivalent rates of molar addition.
6 more elements
Dependencies are inferred from the claim text.