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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947047Generated: November 2, 2026

Ethanol → 4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclo-hexanecarboxylic acid

https://huagongshe.com/reaction/1947047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid ethyl esterHCID 59743446—
SolventTetrahydrofuranHCID 8028—
Product4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclo-hexanecarboxylic acidHCID 6930715699%

Reaction Steps

4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexane-carboxylic acid ethyl ester (590 mg, 1.176 mmol) and LiOH.H2O (493.5 mg, 11.76 mmol) were combined in THF (2.5 mL), H2O (2.5 mL), and EtOH (2.0 mL) and allowed to stir overnight at RT. 10% HV1 solution was then added and the product precipitated. The organic solvents were removed in vacuo and the remaining suspension was filtered, washed with water and the yellow solid dried to yield 4-{4-[4-(3-sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclo-hexanecarboxylic acid (Compound 220, 550 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-ba47d25974ce4a43a50b7800f532ca9c
Source noteuspto-grants-2013_03