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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253569Generated: October 31, 2026

Hydrochloric Acid → 4-(5-Methoxy-7-phenylimidazo[1,2-a]pyridin-3-yl)thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1253569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-(5-methoxy-7-phenylimidazo[1,2-a]pyridin-3-yl)thiophene-2-carboxylateHCID 58404681—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-(5-Methoxy-7-phenylimidazo[1,2-a]pyridin-3-yl)thiophene-2-carboxylic acidHCID 58404685—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 4-(5-methoxy-7-phenylimidazo[1,2-a]pyridin-3-yl)thiophene-2-carboxylate (94 mg, 0.26 mmol) in methanol (10 ml) and water (0.5 ml) was added a 5M aqueous solution of sodium hydroxide (0.50 ml, 2.5 mmol). The reaction mixture was heated to 70° C. After 1 h the reaction mixture was cooled and quenched with a 1N solution of hydrochloric acid (2.5 ml, 2.5 mmol), and then partially concentrated to precipitate yellow solids. The solids were washed with water and dried under vacuum to give 4-(5-methoxy-7-phenylimidazo[1,2-a]pyridin-3-yl)thiophene-2-carboxylic acid. LRMS (ESI) calculated for C19H15N2O3S [M+H]+, 351.1 found 351.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455477B2
Source datasetuspto-grants-2013_06
ORD IDord-e28e246aaeba445cad2f4d4608094710
Source noteuspto-grants-2013_06