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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527007Generated: November 3, 2026

Sodium Hydroxide → HCID 89740157, compound

https://huagongshe.com/reaction/1527007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 117778625HCID 117778625—
SolventWaterHCID 962—
SolventMentholHCID 1254—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89740157HCID 8974015794.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of sodium hydroxide solution (50 mg, 1.2 mmol) in tetrahydrofuran, menthol and water (20 mL, 3:1:1, V/V) was added methyl 2-methyl-1-(1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-1 H-indole-3-carboxylate (100 mg, 0.318 mmol). The reaction mixture was stirred at 70° C. for 10 hours. The mixture was quench with 10% hydrochloric acid aqueous (2 mL), extracted with dichloromethane and menthol (60 mL, 10:1). The combine organic layer was dried by anhydrous sodium sulfate, filtered and concentrated to give 2-methyl-1-(1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)-1H-indole-3-carboxylic acid (90 mg, 92%). LCMS (M+H+) m/z: calcd 300.15. found 300.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085583B2
Source datasetuspto-grants-2015_07
ORD IDord-fcff56a257f946d3bd16032ebdd76cc1
Source noteuspto-grants-2015_07