| Autor: |
Engstrom KM; Global Pharmaceutical R&D, Process Research & Development, Abbott Laboratories, 1401 Sheridan Road, North Chicago, Illinois 60064-6290, USA. kenneth.engstrom@abbott.com, Baize AL, Franczyk TS, Kallemeyn JM, Mulhern MM, Rickert RC, Wagaw S |
| Jazyk: |
angličtina |
| Zdroj: |
The Journal of organic chemistry [J Org Chem] 2009 May 15; Vol. 74 (10), pp. 3849-55. |
| DOI: |
10.1021/jo9003772 |
| Abstrakt: |
Two syntheses of 3-substituted-4-amino-[3,2-c]thienopyridines have been developed to replace the standard literature route to these compounds, which uses unattractive conditions involving azide and high temperatures. The first synthesis utilizes a Friedel-Crafts reaction as its key ring-forming step, whereas the second route relies on an unprecedented intramolecular reductive cyclization between a nitroolefin and a nitrile as its key ring-forming step. The development and optimization of each 3-substituted-4-amino-[3,2-c]thienopyridine synthesis is discussed and a comparison of the routes is presented. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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