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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1168271Generated: October 30, 2026

Methanol → Methyl 5-amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylic acid

https://huagongshe.com/reaction/1168271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 5-amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylateHCID 12088096—
ProductMethyl 5-amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylic acidHCID 6755015896%

Reaction Steps

A mixture of methyl 5-Amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylate (EXAMPLE 26, Step 4, 10.5 g, 43.9 mmol,) and 1 N lithium hydroxide (87.7 mL, 87.7 mmol) in methanol (100 mL) was stirred under reflux for 1 h. After removal of the solvent in vacuo, the residue was suspended with water and treated with 2 N hydrochloric acid to adjust to pH 4. The resulting solid was filtered, washed with water and diethyl ether and dried in vacuo with heating to give 9.5 g (42.2 mmol, 96%) of the title compound as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06624162B2
Source datasetuspto-grants-2003_09
ORD IDord-a9181864569a426e896616b8feaae84b
Source noteuspto-grants-2003_09