HCID 20296308, 화합물 → 2-Hydroxy-5-(3-methoxyphenyl)nicotinic acid

HRID 1389446노트

반응식

HRID 1389446 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([C:16]([O:18]C)=[O:17])[C:12](=[O:15])[NH:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1.Cl.C(O)(=O)C>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([C:16]([OH:18])=[O:17])[C:12](=[O:15])[NH:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

3

반응물 2

HCID 20296308HCID 20296308, 화합물HCID 22641269Acetate-hydrochloric acid

생성물 1

HCID 202963312-Hydroxy-5-(3-methoxyphenyl)nicotinic acid

실험 절차

Methyl 1,2-dihydro-5-(3-methoxyphenyl)-2-oxo-3-pyridinecarboxylate is treated with 1:1 hydrochloric acid-acetic acid to give 1,2-dihydro-5-(3-methyoxyphenyl)-2-oxo-3-pyridinecarboxylic acid. This product is boiled in quinoline to afford 5-(3-methoxyphenyl)-2(1H)-pyridinone as the product. Treatment of this product with phosphorus oxychloride provides 2-chloro-5-(3-methoxyphenyl)pyridine. The preceding product is treated with hydrazine to produce 2-hydrazino-5-(3-methoxyphenyl)pyridine. Treatment of this product with ethyl orthoacetate yields 6-(3-methoxyphenyl)-3-methyl-1,2,4-triazolo[4,3-a]pyridine. Hydrogenation of the above product gives the product of the Example.

출처 및 근거

ORD 기록
ord-0fe3ed1dd98a47efbbab17455927a616
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04244953

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