Novel tricyclic diamines 2. Synthesis of 1,7-diazaisoadamantane, 1,5-diazaisoadamantane and 1,6-diazahomobrendane |
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| Authors: | Ivar M McDonald Robert Mate Alicia Ng Hyunsoo Park Richard E Olson |
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| Institution: | 1. Bristol-Myers Squibb Drug Discovery, Wallingford, CT 06492, USA;2. Bristol-Myers Squibb, Drug Product Science & Technology, Princeton, NJ 08543, USA |
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| Abstract: | Three novel tricyclic diamines (1,7-diazaisoadamantane, 1,5-diazaisoadamantane and 1,6-diazahomobrendane) were prepared. A flexible synthetic strategy was employed which used flat, aromatic azaindoles as the starting materials. The requisite azaindoles were prepared by a tandem Sonogashira coupling/intramolecular cyclization reaction. Ring saturation, appropriate functionalization and intramolecular alkylation provided the three novel tricyclic diamines cores. |
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| Keywords: | Diazaisoadamantane Diazahomobrendane Tricyclic diamine Intramolecular cyclization Azaindole synthesis |
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