Ethyl orthoformate → 7-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester

반응식

[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:16])=[N:8][C:9]([NH:14][CH3:15])=[C:10]([NH2:13])[C:11]=1[Cl:12])=[O:5])[CH3:2].[CH2:17](OC(OCC)OCC)C>>[CH2:1]([O:3][C:4]([C:6]1[C:11]([Cl:12])=[C:10]2[N:13]=[CH:15][N:14]([CH3:17])[C:9]2=[N:8][C:7]=1[CH3:16])=[O:5])[CH3:2]

참가 물질

반응물 2

HCID 31214Ethyl orthoformate

HCID 123876175-Amino-6-methylamino-4-chloro-2-methylpyridine-3-carboxylic acid ethyl ester

생성물 1

HCID 123876407-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester

실험 절차

2.4 g. of 5-Amino-6-methylamino-4-chloro-2-methylpyridine-3-carboxylic acid ethyl ester (0.01 mol.) and 10 ml. of orthoformic acid triethyl ester are refluxed for 12 hours. After the excess ortho ester has been removed, the residue is recrystallized from ethyl acetate to obtain 7-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester, m.p. 56°-58° . Yield 2.2 g. (88%).

후처리

customAfter the excess ortho ester has been removed
customthe residue is recrystallized from ethyl acetate

출처 및 근거

ORD 기록: ord-5213ed78a62442e58e96ba9fed0284ea
출처 데이터셋: uspto-grants-1977_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04003908

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