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ChemInform Abstract: Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocine.

✍ Scribed by Edward C. Taylor; James E. Dowling; Beena Bhatia

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199927177

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✦ Synopsis

Synthesis

of 2,4- 6,7,8,9,9methanopyrimido[4,azocine. -Optimization of direct annulation of triaminopyrimidine (I) with cyclohexenone (II) is achieved using acetic acid as solvent in a screw-capped pressure tube that is heated at 120 • C for 18 hours. Compound (VII) as prototype, its derivative (IX), as well as further derivatives resulting from substitution at bridgehead position C-9 are of interest as potential selective inhibitors of fungal (i.e. Pneumocystis carinii) dihydrofolate reductase (DHFR) to prevent AIDS patients from pneumonia infection. -(TAYLOR,

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