Studies on the Syntheses of Heterocyclic Compounds. DCLXIII. The Reaction of Pyridone Derivatives with Diazoalkane
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概要
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The reaction of 3-carboxy-1,2-dihydro-1-methyl-2-oxopyridine (V) with diazomethane afforded 6,7-dihydro-1,6-dimethyl-7-oxopyrazolo [3,4-c] pyridine (VI), 4,5,6,7-tetrahydro-1,6-dimethyl-7-oxopyrazolo [3,4-c] pyridine (VII), and 1,2-dihydro-3-methoxycarbonyl-1,4-dimethyl-2-oxopyridine (VIII). 1-Ethyl-6,7-dihydro-3,6-dimethyl-7-oxopyrazolo [3,4-c] pyridine (XXI), 8a-ethoxycarbonyl-1,4,4a, 7,8,8a-hexahydro-3,4,7-trimethyl-8-oxopyrido [3,4-c] pyridazine (XXII), and 3-ethoxycarbonyl-4-ethyl-1,2-dihydro-1-methyl-2-oxopyridine (XXIII) were obtained from the reaction of compound (V) with diazoethane. The treatment of 4-carboxy-1,2-dihydro-1-methyl-2-oxopyridine (XXVIII) with diazomethane gave 1,2-dihydro-4-methoxycarbonyl-1-methyl-2-oxopyridine (XXIX), 6-methoxycarbonyl-3-methyl-2-oxo-3-azabicyclo [4. 1. 0] hept-4-ene (XXX), and 1,2-dihydro-4-methoxycarbonyl-1,3-dimethyl-2-oxopyridine (XXXI). The reaction of compound (XXIX) with diazoethane afforded 3-ethyl-1,2-dihydro-4-methoxycarbonyl-1-methyl-2-oxopyridine (XXXII), 6α-methoxycarbonyl-3,7β-dimethyl-2-oxo-3-azabicyclo [4,1,0]-hept-4-ene (XXXIII), and 1-ethyl-6-methoxycarbonyl-3,7-dimethyl-2-oxo-3-azabicyclo [4. 1. 0] hept-4-ene (XXXIV). In case of the treatment of 5-carboxy-1,2-dihydro-1-methyl-2-oxopyridine (XXXV) and 1,5-dihydro-1,5-dioxo-3H-oxazolo [3,4-a] pyridine (XXXVIII) with diazomethane, 1,2-dihydro-5-methoxycarbonyl-1-methyl-2-oxopyridine (XXXVI) and 1,2-dihydro-6-methoxycarbonyl-1-methyl-2-oxopyridine (XXXIX) were obtained, respectively.
- 公益社団法人日本薬学会の論文
- 1976-08-25
著者
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福本 圭一郎
東北大・薬
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根本 英雄
Pharmaceutical Institute, Tohoku University School of Medicine
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根本 英雄
東北大薬
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亀谷 哲治
Pharmaceutical Institute Medical Faculty University Of Osaka
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福本 圭一郎
Pharmaceutical Institute Tohoku University School Of Medicine
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高橋 多希子
Pharmaceutical Institute Tohoku University
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木川 良雄
Pharmaceutical Institute, Tohoku University
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木川 良雄
Pharmaceutical Institute Tohoku University
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