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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860738Generated: November 1, 2026

1-Methylpiperazine → 3-[3-(4-Methylpiperazin-1-yl)-3-oxo-propyl]-1,5,6,7-tetrahydroindol-4-one

https://huagongshe.com/reaction/1860738

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acidHCID 15832721—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-[3-(4-Methylpiperazin-1-yl)-3-oxo-propyl]-1,5,6,7-tetrahydroindol-4-oneHCID 2257106957.6%

Reaction Steps

To a suspension of 10 g of the product of step 1 (48 mmol) in dichloromethane(60 mL) was added 9.3 g (57.6 mmol) of 1,1′-carbonyldiimidazole. The mixture was stirred at room temperature for 2 hours and then 5.3 mL (48 mmol) 1-methylpiperazine and 8.4 mL (48 mmol) N,N-diisopropylethylamine was added. The dark red reaction mixture was then stirred at room temperature overnight. The reaction was then poured into water, the organic layer separated and washed with brine, dried and concentrated to give 8 g (57%) of 3-[3-(4-methylpiperazin-1-yl)-3-oxo-propyl]-1,5,6,7-tetrahydroindol-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531502B1
Source datasetuspto-grants-2003_03
ORD IDord-be9dd979aca44122a251b4af1952d89b
Source noteuspto-grants-2003_03