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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860739Generated: October 30, 2026

Water → 3-[3-(4-methylpiperazin-1-yl)propyl]-4,5,6,7-tetrahydro-1H-indole

https://huagongshe.com/reaction/1860739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-[3-(4-Methylpiperazin-1-yl)-3-oxo-propyl]-1,5,6,7-tetrahydroindol-4-oneHCID 22571069—
CatalystSodium HydroxideHCID 14798—
SolventTetrahydrofuranHCID 8028—
Product3-[3-(4-methylpiperazin-1-yl)propyl]-4,5,6,7-tetrahydro-1H-indoleHCID 22571115101.3%

Reaction Steps

LAH (2.6 g, 68 mmol) was added dropwise to a suspension of 3-[3-(4-methylpiperazin-1-yl)-3-oxo-propyl]-1,5,6,7-tetrahydroindol-4-one (5 g, 17 mmol) in THF (300 mL). The mixture was then refluxed overnight. The mixture was then cooled and 2.6 mL each of water followed by a few drops of 15% NaOH was added. The reaction was stirred at room temperature for 30 min and then filtered to remove insolubles. The filtrate was concentrated to give 4.5 g (100%) of 3-[3-(4-methylpiperazin-1-yl)propyl]-4,5,6,7-tetrahydro-1H-indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531502B1
Source datasetuspto-grants-2003_03
ORD IDord-90d70e00bc6c420597df9dac20fbb548
Source noteuspto-grants-2003_03