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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661524Generated: November 4, 2026

Potassium Carbonate → 3-benzyl-3-(3-cyano-1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/661524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(1-benzenesulfonyl-3-cyano-1H-indole-5-carbonyl)-3-benzyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66687494—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
Product3-benzyl-3-(3-cyano-1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66687689—

Reaction Conditions

Temperature50 °C

Reaction Steps

Water (1 mL) was added to a solution of 3-(1-benzenesulfonyl-3-cyano-1H-indole-5-carbonyl)-3-benzyl-pyrrolidine-1-carboxylic acid tert-butyl ester (100 mg, 0.175 mmol) in MeOH (4 mL), followed by potassium carbonate (73 mg, 0.525 mmol). The reaction mixture was heated at 50° C. for 10 minutes, then cooled to room temperature and diluted with water and brine. The resulting mixture was extracted with DCM, dried over MgSO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (30% to 50% of EtOAc in hexane) to give 3-benzyl-3-(3-cyano-1H-indole-5-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester as white foamy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084623B2
Source datasetuspto-grants-2011_12
ORD IDord-b988fca8ac1f418fa42a1380f3fbe2fc
Source noteuspto-grants-2011_12