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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840501Generated: October 31, 2026

Piperidine → 5-bromo-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1840501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Methyl-1H-indole-2-carbaldehydeHCID 277260—
Reactant5-Bromo-2-oxindoleHCID 611193—
SolventEthanolHCID 702—
Product5-bromo-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-oneHCID 53720838—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 5-bromo-2-oxindole (212 mg) (prepared as described in Compound IN-014), 3-methyl-indole-2-carbaldehyde (190 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (10 mg) in ethanol was heated in a sealed tube at 95° C. for 4 hours. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in vacuum oven for overnight to give 5-bromo-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-899350b95fd241f58888cd216345550f
Source noteuspto-grants-2004_01