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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735093Generated: October 30, 2026

Potassium Carbonate → 5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole

https://huagongshe.com/reaction/735093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-NitroindoleHCID 22523—
Reactant1-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 81668—
SolventDimethylformamideHCID 6228—
Product5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indoleHCID 11402695—

Reaction Steps

A reaction mixture of 16.22 g (0.1 mol) of 5-nitroindole, 35 g (0.205 mol) of 1-(2-chloroethyl)pyrrolidine hydrochloride, and 51 g (0.369 mol) of potassium carbonate in 500 mL of DMF is stirred for 48 hours at ambient temperature and then filtered. The filtrate is evaporated down, the residue dissolved in dichloromethane, and dried over sodium sulfate. The desiccant is filtered off and the filtrate is evaporated down. Yield: 25 g (96.3% of theory); C14H17N3O2 (M=259.31); calc.: molecular ion peak (M+H)+: 260; found: molecular ion peak (M+H)+: 260; Rf value: 0.65 (silica gel, dichloromethane/methanol/ammonia (90:10:1)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592373B2
Source datasetuspto-grants-2009_09
ORD IDord-d85006dba6774839937e6994ff9b6065
Source noteuspto-grants-2009_09