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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071616Generated: November 1, 2026

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

https://huagongshe.com/reaction/2071616

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 numberUS04048182
Source datasetuspto-grants-1977_09
ORD IDord-db2567df93924af1bca6db31fd2f578a
Source noteuspto-grants-1977_09