71866-22-3

Basic information

• Product Name: 1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone
• CAS NO: 71866-22-3
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.2322
• Mol File: 71866-22-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 320.4°C at 760 mmHg
• Flash Point: 150.1°C
• Density: 1.07g/cm³
• Vapor Pressure: 0.000318mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone(71866-22-3)
• EPA Substance Registry System: 1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone(71866-22-3)

Safety Data

• Hazardous Substances Data: 71866-22-3(Hazardous Substances Data)

Usage

General Description

1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone is a chemical compound with the molecular formula C11H15NO. It is a cyclic amine derivative that contains a cyclopentane ring and a pyridine ring. The compound is commonly used as an intermediate in the synthesis of other organic compounds and pharmaceuticals. It has been studied for its potential pharmacological properties, including its role as a potential analgesic and anticonvulsant. The compound has also been investigated for its potential to inhibit the growth of cancer cells. Overall, 1-(2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)ethanone is a versatile chemical with potential applications in various fields, including medicine and drug development.

Upstream product

• 21328-43-8 ethyl 2-(1-pyrrolidinyl)-1-cyclohexene-1-carboxylate 

Relevant articles and documents

ENAMINE CHEMISTRY-XXV REDUCTION OF ENAMINONONES BY LiAlH4 AND NaBH4 SYNTHESIS OF α,β-UNSATURATED ALDEHYDES

Cyclohexanone, 2-methyl-cyclohexanone and 4-methyl-cyclohexanone, 1, were transformed into the enaminones 4a-4e by the following two routes: (A): Acylation of the enamines, 2, derived from 1 and secondary amines (pyrrolidine, morpholine and piperidine) by ethyl chloroformate, and (B): Condensation of 1 with diethyl oxalate, giving the β-ketoesters 3, followed by reaction with the secondary amines.Ethyl 2(-1-pyrrolidinyl)-1-cyclopentene-1-carboxylate. 4f, and methyl 3-(1-pyrrolidinyl)-2-buteonate, 4g, were prepared from ethyl 2-oxo-1-cyclopentanecarboxylate and ethyl 3-oxo-butanoate, respectively, by condensation with pyrrolidine.Reduction of 4a by LAH afforded 1-cyclohexen-1-carboxaldehyde, 5a, 1-cyclohexene-1-methanol, 6a, and 1-(1-cyclohexene-1-methyl)pyrrolidine, 7a, in yields depending on the molar ratio of LAH/4a.Reduction of 4f by LAH gave cyclopenten-1-methanol, 6b, 1-(1-cyclopentene-1-methyl)pyrrolidine, 7b, and ethyl-2(1-pyrrolidinyl)-1-cyclopentanecarboxylate, 8b.Compound 4g, when reduced with LAH, yielded methyl 3-(1-pyrrolidinyl) butanoate, 8c (main product) and 1-(2-butenyl)pyrrolidine, 7c (minor).Reduction of 4 by NaBH4 afforded exlusively the saturated β-aminoesters, 8, in high yields.The reductions with LAH and NaBH4 are rationalized in terms of the HSAB principle.