Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Heteroaromatic Analogs of Benzomorphan. II. Synthesis of 2-Azabicyclo-[3.3.1] nonane Derivatives fused to Pyridine Ring. (2)
JUN ADACHIKEIICHI NOMURAKEMMOTSU MITSUHASHI
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1976 Volume 24 Issue 1 Pages 85-91

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Abstract
1, 2, 3, 4, 5, 6-Hexahydro-1, 5-methanopyrido [3, 2-c] azocine and 1, 2, 3, 4, 5, 6-hexahydro-2, 6-methanopyrido [2, 3-d] azocine derivatives were synthesized by condensation reactions of acyl derivatives of 2-azabicyclo [3.3.1] nonan-7-one (XIa) with β-aminoacrolein. The key compound (XIa) was obtained by lithium aluminum hydride reduction and the subsequent acid hydrolysis of 3-methoxy-5-oxo-3-cyclohexene-1-acetamide (IXa), which was prepared starting from 3, 5-dihydroxyphenylacetic acid (IV). Mass spectra of the above pyridine derivatives were briefly described, too.
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© The Pharmaceutical Society of Japan
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