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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 371919Generated: October 31, 2026

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

https://huagongshe.com/reaction/371919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Amino-6-ethylamino-4-chloro-2-methylpyridine-3-carboxylic acid, ethyl esterHCID 12387618—
Product7-chloro-3-ethyl-5-methyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid, ethyl esterHCID 12387638—

Reaction Steps

25.7 g. of 5-amino-6-ethylamino-4-chloro-2-methylpyridine-3-carboxylic acid, ethyl ester (0.1 mol.) is refluxed for 12 hours with 100 ml. of orthoformic acid triethyl ester with stirring. The excess ester is removed in vacuo and the oily residue distilled to obtain 7-chloro-3-ethyl-5-methyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid, ethyl ester, b.p. 195°/0.01. Yield 23 g. (86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04088654
Source datasetuspto-grants-1978_05
ORD IDord-dcc55302b9f845fc86fd133e3e051aec
Source noteuspto-grants-1978_05