Processes and intermediates useful in preparing beta3-adrenergic receptor agonists
AssigneePfizer Inc.
InventorsRobert J. Chambers, Robert W. Dugger, Ming Kang, Yong Tao, John W. Wong
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Abstract
The present invention provides processes useful in the preparation of certain β3-adrenergic receptor agonists of the structural formula 1 the pharmaceutically acceptable salts thereof, and the hydrates of said pharmaceutically acceptable salts, wherein HET is as described herein. The invention further provides intermediates useful in the preparation of such agonists, and processes useful in the production of such intermediates.
Claims11
A process for preparing a compound of the structural formula
- 39
- comprising the steps of
- (a) reducing an α-bromoketone derivative of the structural formula
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- or an acid addition salt thereof, to form an (R)-bromoalcohol derivative of the structural formula
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- (b) protecting said (R)-bromoalcohol derivative of Step (a) to form an O-protected derivative of the structural formula
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- (c) condensing said O-protected derivative of Step (b) with an amine of the structural formula
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- to produce an O-protected derivative of the structural formula
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- (d) deprotecting said O-protected derivative of Step (c) to form said compound of said structural formula
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- wherein:
- HET is a heterocyclic moiety selected from the group consisting of oxazolyl, pyrazolyl, and thiazolyl;
- and
- P is an O-protecting moiety selected from the group consisting of —SiR1R2R3, —CH2Ph, —CH2(p-CH3OPh), —CH(OCH2CH3)CH3, and
- 46
- where R1, R2, and R3 are each independently (C1-C6)alkyl, or phenyl.
A process for preparing an (R)-bromoalcohol derivative of the structural formula
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- comprising the step of fungally reducing an α-bromoketone derivative of the structural formula
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- or an acid addition salt thereof, to form said (R)-bromoalcohol derivative.
A compound having the following structural formula
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- or an acid addition salt thereof.
A compound having the structural formula
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- or an acid addition salt thereof.
A compound having the structural formula
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- or an acid addition salt thereof.
Dependencies are inferred from the claim text.