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

HRID 1415138Notes

Reaction equation

HRID 1415138 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:6]([CH3:13])[N:5]=[C:4]2[N:14]([CH2:17]C)[CH:15]=[N:16][C:3]=12.[CH2:19]([O:21]C(C1C(Cl)=C2N=CN(C)C2=NC=1C)=O)[CH3:20]>>[CH3:17][N:14]1[C:4]2=[N:5][C:6]([CH3:13])=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:2]([O:21][CH2:19][CH3:20])=[C:3]2[N:16]=[CH:15]1

Participants

3

Reactant 2

HCID 123876387-chloro-3-ethyl-5-methyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid, ethyl esterHCID 123876407-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester

Product 1

HCID 542955113,5-dimethyl-7-ethoxy-3H-imidazo-[4,5-b]pyridine-6-carboxylic acid, ethyl esterYield 78%

Procedure

By replacing 7-chloro-3-ethyl-5-methyl-3H-imidazo-[4,5-b]pyridine-6-carboxylic acid, ethyl ester in Example 1 e with 7-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester, 3,5-dimethyl-7-ethoxy-3H-imidazo-[4,5-b]pyridine-6-carboxylic acid, ethyl ester is obtained. Yield 78%, m.p. 85°-87° (ether).

Sources & evidence

ORD record
ord-3ede7d3445a44f1199fb7e9c7b2c23f6
Source dataset
uspto-grants-1977_01
Patent number
US04003908

Reaction notes

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