Aminocarbonylation route to tolvaptan

Pd-catalyzed aminocarbonylation between aryl bromide and NH-benzazepinone was effectively carried out to furnish the key intermediate for tolvaptan (up to 85%) in one step.

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2007-12, Vol.17 (23), p.6455-6458
Main Authors: Torisawa, Yasuhiro, Furuta, Takuya, Nishi, Takao, Aki, Shinji, Minamikawa, Jun-ichi
Format: Article
Language:English
Subjects:
Benzazepines - chemical synthesis
Carbonylation
Catalysis
Cesium salt
Chemistry
Chemistry, Pharmaceutical - methods
DBU
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Palladium
Palladium - chemistry
Preparations and properties
Vasopressin
Vasopressins - chemical synthesis
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Description
Summary:Pd-catalyzed aminocarbonylation between aryl bromide and NH-benzazepinone was effectively carried out to furnish the key intermediate for tolvaptan (up to 85%) in one step.
ISSN:0960-894X
0968-0896
1464-3405
1464-3391
DOI:10.1016/j.bmcl.2007.09.094