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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840502Generated: November 1, 2026

Piperidine → 4-methyl-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1840502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Methyl-1H-indole-2-carbaldehydeHCID 277260—
Reactant4-Methyl-1,3-dihydro-2H-indol-2-oneHCID 12579382—
SolventEthanolHCID 702—
Product4-methyl-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-oneHCID 54480851—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 4-methyl-2-oxindole (147 mg) (prepared as described in Compound IN-015), 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 4-methyl-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-cb317e17ae114a4f94297f88a1349ea7
Source noteuspto-grants-2004_01