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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542833Generated: October 31, 2026

Triethylamine → 1-Piperazinehexanamide, N-[6-methoxy-4-methyl-8-quinolinyl]-3,5-dimethy

https://huagongshe.com/reaction/542833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant2,6-DimethylpiperazineHCID 66056—
Reactant6-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamideHCID 612023—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-Piperazinehexanamide, N-[6-methoxy-4-methyl-8-quinolinyl]-3,5-dimethyHCID 62998583.6%

Reaction Steps

A mixture of 5.5 g (0.015 mole ) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 3.4 g (0.03 mole) of 2,6-dimethylpiperazine in 80 ml of benzene was heated under reflux for 21 hr, treated with 2 ml of triethylamine, and heated for an additional 4 hr. The mixture was allowed to cool, diluted with water and toluene, and made strongly basic with 50% sodium hydroxide solution. The organic layer was washed, dried and concentrated to dryness in vacuo. Recrystallization from hexane containing a little toluene afforded 5 g (83%) of the title compound, mp 94°-96°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659708
Source datasetuspto-grants-1987_04
ORD IDord-9a53c0ddc3834eceb7b1aaa2f9f53ade
Source noteuspto-grants-1987_04