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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18518Generated: October 26, 2026

Hydrochloric Acid → 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-imidazo[4,5-b] pyridine-2-carboxylic acid

https://huagongshe.com/reaction/18518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-imidazo[4,5-b]pyridine-2-carboxylic acid methyl esterHCID 68616046—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-imidazo[4,5-b] pyridine-2-carboxylic acidHCID 68615288—

Reaction Conditions

Temperature60 °C

Reaction Steps

175.0 mg (0.46 mmol) 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-imidazo[4,5-b]pyridine-2-carboxylic acid methyl ester were added to a solution of 19.6 mg (0.82 mmol) LiOH in 6 mL THF and 2 mL H2O. The reaction mixture was stirred for 2 h at 60° C., cooled to room temperature and acidified (pH=2) by the addition of a half concentrated HCl-solution. The precipitate was filtered off and washed with water to give pure 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-3H-imidazo[4,5-b] pyridine-2-carboxylic acid as a brown crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741341B2
Source datasetuspto-grants-2010_06
ORD IDord-8d38bda050e945489a5e99864a5074a3
Source noteuspto-grants-2010_06