A Synthesis of 3-[2-(6, 7-Dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolyl) ethyl]-9, 10-dimethoxy-1, 2, 3, 4, 6, 7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Noremetine-Pyman)

A Synthesis of 3-[2-(6, 7-Dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolyl) ethyl]-9, 10-dimethoxy-1, 2, 3, 4, 6, 7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Noremetine-Pyman)

Ethyleneacetal of nicotinaldehyde was quaternized with 3, 4-dimethoxyphenethyl bromide and the product (I) was oxidized with alkaline potassium ferricyanide, yielding 1-(3, 4-dimethoxyphenethyl)-5-(1, 3-dioxolan-2-yl)-2 (1H)-pyridone (II) in a fair yield, from which the aldehyde (III) was recovered...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1959/02/10, Vol.7(1), pp.35-38
1. Verfasser: Kirisawa, Makoto
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container_title Chemical & pharmaceutical bulletin
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creator Kirisawa, Makoto
description Ethyleneacetal of nicotinaldehyde was quaternized with 3, 4-dimethoxyphenethyl bromide and the product (I) was oxidized with alkaline potassium ferricyanide, yielding 1-(3, 4-dimethoxyphenethyl)-5-(1, 3-dioxolan-2-yl)-2 (1H)-pyridone (II) in a fair yield, from which the aldehyde (III) was recovered in an excellent yield. (III) will serve as a starting material for various syntheses and in this paper a synthesis of rac-c-noremetine-Pyman was described as such an example.
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title A Synthesis of 3-[2-(6, 7-Dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolyl) ethyl]-9, 10-dimethoxy-1, 2, 3, 4, 6, 7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Noremetine-Pyman)
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