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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500683Generated: October 25, 2026

Sodium Hydroxide → HCID 59140130, compound

https://huagongshe.com/reaction/1500683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-(2-Fluoro-4-cyclopropylphenylamino)-imidazo[1,5-a]pyridine-6-carboxylic acid methyl esterHCID 59140140—
SolventMethanolHCID 887—
ProductHCID 59140130HCID 5914013088.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 5-(2-fluoro-4-cyclopropylphenylamino)-imidazo[1,5-a]pyridine-6-carboxylic acid methyl ester (573 mg, 1.73 mmol) in methanol (20 mL) was added aqueous sodium hydroxide (10 mL, 1M, 10 mmol) and the reaction mixture stirred at 70° C. for 30 minutes. The reaction mixture was concentrated in vacuo to −20 mL volume and the resultant solution diluted with water (20 mL) and filtered. The filtrate was acidified to pH 1 by addition of aqueous hydrochloric acid (1M) causing a precipitate to form. The precipitate was collected by filtration and dried under vacuum at 45° C. to yield the title compound as a dark tan solid (476 mg, 87%). LCMS (Method B): RT=2.81 min, M+H+=318.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206174B2
Source datasetuspto-grants-2015_12
ORD IDord-58277de28c964460890028c30ef40169
Source noteuspto-grants-2015_12