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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415137Generated: November 2, 2026

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

https://huagongshe.com/reaction/1415137

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 numberUS04003908
Source datasetuspto-grants-1977_01
ORD IDord-5213ed78a62442e58e96ba9fed0284ea
Source noteuspto-grants-1977_01