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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790896Generated: October 26, 2026

Cesium carbonate → 5-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1790896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 5-hydroxy-1H-indole-2-carboxylateHCID 90677—
Reactant1-(Bromoacetyl)pyrrolidineHCID 11106188—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carboxylic acid ethyl esterHCID 6958746625.3%

Reaction Steps

A mixture of 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (2 g, 10 mmol), 2-bromo-1-pyrrolidin-1-yl-ethanone (3 g, 20 mmol) and cesium carbonate (19.5 g, 60 mmol) in dimethylformamide (16 mL) was stirred at room temperature for 24 hours. The reaction was diluted with ethyl acetate (150 mL), washed with water (5×50 mL) and brine, dried and concentrated. The residue was recrystallized from ethyl acetate and hexane to give 0.8 g (25%) 5-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carboxylic acid ethyl ester as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071332B2
Source datasetuspto-grants-2006_07
ORD IDord-bd3f5973d8154800a333fcc7c94b4117
Source noteuspto-grants-2006_07