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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481391Generated: October 30, 2026

Sodium Hydroxide → 1-[5-(2-Ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-ylmethyl)thiophen-2-yl]cyclopent-3-ene carboxylic acid

https://huagongshe.com/reaction/481391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-[5-(2-Ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-ylmethyl)-thiophen-2-yl]cyclopent-3ene carboxylic acid ethyl esterHCID 68427632—
SolventMethanolHCID 887—
Product1-[5-(2-Ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-ylmethyl)thiophen-2-yl]cyclopent-3-ene carboxylic acidHCID 19066244—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of the product of Step 5, above (6), in methanol was added an excess of 2N NaOH. The reaction mixture was heated to 80° C. for 1 hour, cooled to room temperature and the solvent evaporated. Water was added to the residue and the solution was extracted 2 times with EtOAc. The aqueous layer was acidified with 10% HCl and the resultant white suspension was extracted 2 times with EtOAc. The organics were dried over MgSO4, filtered and concentrated to a solid. The solid was crystallized from EtOAc to yield the title compound (8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789415
Source datasetuspto-grants-1998_08
ORD IDord-9031c5cc868a412a889a909539eeb33c
Source noteuspto-grants-1998_08