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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 371920Generated: October 28, 2026

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

https://huagongshe.com/reaction/371920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant5-Amino-6-methylamino-4-chloro-2-methylpyridine-3-carboxylic acid ethyl esterHCID 12387617—
Product7-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl esterHCID 12387640—

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04088654
Source datasetuspto-grants-1978_05
ORD IDord-8f0db467ef234e229b9b6f21ecf1c85f
Source noteuspto-grants-1978_05