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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49058Generated: October 30, 2026

Pyrrolidine → 5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/49058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-(2-carboxy-ethyl)-1H-indole-2-carboxylic acid ethyl esterHCID 69587058—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl esterHCID 6958687795.4%

Reaction Steps

To a solution of 5-(2-carboxy-ethyl)-1H-indole-2-carboxylic acid ethyl ester (1.3 g, 5 mmol) in 10 mL of dimethylformamide, was added 1,1′-carbonyldiimidazole (973 mg, 6 mmol). The mixture was stirred under nitrogen at room temperature for 30 mins. To the reaction mixture was added pyrrolidine (1.3 mL, 15 mmol) dropwise. After stirring at room temperature for overnight, the reaction was diluted with dichloromethane (300 mL), washed with 1N hydrochloric acid, saturated sodium bicarbonate solution, brine, dried and concentrated to give 1.5 g (95%) of 5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706709B2
Source datasetuspto-grants-2004_03
ORD IDord-0a54a77a82ee43f99027cffc5825b398
Source noteuspto-grants-2004_03