1614-92-2

Usage

Uses

Used in Pharmaceutical Industry:
1-(1-Cyclopentenyl)piperidine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with diverse therapeutic properties. The cyclopentenyl group's presence enhances the compound's reactivity and structural complexity, facilitating the creation of innovative drug candidates.
Used in Cholesterol Metabolism Regulation:
1-(1-Cyclopentenyl)piperidine is used as an inhibitor of acyl-coenzyme A: cholesterol acyltransferase (ACAT) for its potential to regulate cholesterol metabolism. By inhibiting this enzyme, it may help in managing conditions related to high cholesterol levels, thus playing a role in cardiovascular health.
Used in Drug Discovery and Development:
As a heterocyclic compound with unique structural features, 1-(1-cyclopentenyl)piperidine is used in drug discovery and development to explore its potential biological activity and therapeutic applications. Its presence in various chemical libraries aids researchers in identifying new lead compounds for the treatment of different diseases.
Used in Organic Chemistry Research:
1-(1-Cyclopentenyl)piperidine is utilized as a versatile building block in organic chemistry research, where its reactivity and structural attributes are leveraged to synthesize novel organic compounds with potential applications in various fields, including materials science, agrochemicals, and specialty chemicals.

InChI:InChI=1/C10H17N/c1-4-8-11(9-5-1)10-6-2-3-7-10/h6H,1-5,7-9H2

Upstream product

• 110-89-4 piperidine 
• 120-92-3 cyclopentanone 
• 142-29-0 cyclopentene 

Downstream Products

• 4594-77-8 2-oxocyclopentanepropiononitrile 
• 58712-11-1 methyl 3-(2-oxo-cyclopentyl)propanoate 
• 98147-16-1 3-(4-chloro-phenyl)-6a-piperidin-1-yl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole 
• 39076-64-7 2-phenyl-4a-piperidin-1-yl-5,6,7,7a-tetrahydro-4aH-cyclopenta[e][1,3]oxazin-4-one 
• 39076-67-0 N-Benzoyl-2-oxocyclopentan-1-carbonsaeureamid 
• 1624-26-6 2,3-dihydro-1H-cyclopenta[b]naphthalene 
• 5661-06-3 2,3-dihydro-1H-cyclopenta[b]quinoline 
• 83465-97-8 (4R,4aS,7aS)-3-Methyl-4-phenyl-7a-piperidin-1-yl-4,4a,5,6,7,7a-hexahydro-cyclopenta[e][1,2]oxazine 2-oxide 
• 73765-59-0 3-Phenyl-3,5,6,7-tetrahydrocyclopenta1,2,3-triazolo<4,5-b>pyridine 
• 13225-63-3 2,3-Dihydro-4-phenyl-1H-benzindene 
• 53263-53-9 2-phenylamino-2-cyclopenten-1-one 
• 147723-54-4 2-(4'-Morpholino-thiocarbonylthio)cyclopentanon 
• 112423-31-1 9,10-Dihydro-7-phenylcyclopentachinolizin-6(8H)-on 
• 125986-49-4 N-tert-Butyl-N'-(4-nitro-phenyl)-3-(2-oxo-cyclopentyl)-propionamidine 

Relevant academic research and scientific papers

An enamine/HB(C6F5)2 adduct as a dormant state in frustrated lewis pair chemistry

The enamine piperidinocyclopentene reacts with HB(C6F 5)2 by formation of the C-Lewis base/B-Lewis acid adduct 10. It shows a zwitterionic iminium ion/hydridoborate structure. However, this adduct formation is apparently reversible and may generate the "invisible" frustrated Lewis pair 11 as a reactive intermediate by hydroboration of the enamine C=C bond in an equilibrium situation at room temperature. Consequently, the FLP 11 was trapped by typical FLP reactions, namely by the reaction with dihydrogen to give the ammonium/hydridoborate 12, the acetylene deprotonation products 13 and 14, and simple borane adducts with pyridine (15) and with an isonitrile (17). The products 10 and 12-15 and the isonitrile adduct 17 were characterized by X-ray diffraction. A DFT study determined the thermodynamic features of the 10 a? 11 equilibrium and of a previously discussed reference system (18 a? 19) derived by reacting piperidinocyclohexene with HB(C6F5)2.

1 microwave-induced montmorillonite-mediated facile synthesis of enamines

Montmorillonite clay-mediated simple and high yielding protocol for the synthesis of various enamines with secondary amines and ketones is developed under microwave condition. This protocol is very convenient to accesses the enamines from cyclic amines with various carbonyl compounds in high yield under mild reaction conditions with short reaction time.

Tf2O-Mediated Intermolecular Coupling of Secondary Amides with Enamines or Ketones: A Versatile and Direct Access to β-Enaminones

Based on the Tf2O-mediated intermolecular reaction of secondary amides with enamines derived from ketones, a novel approach to β-enaminones has been developed. The reaction is widely functional group tolerant and highly chemoselective. In the presence of 4 ? molecular sieves, the method can be extended to the one-pot condensation of secondary amides with ketones for NH β-enaminones synthesis.

New nucleophilic rearrangement in the mechanism of the three-component domino cyclisation affording fluoroalkylated (pyrrolo)quinazolines

The following mechanism steps were verified for the three-component domino cyclisation affording (pyrrolo)quinazolines from 2-(aminomethyl)aniline, a very reactive oxo compound and "usual" oxo compound. The first step was a rapid reaction of very reactive oxo compound (trifluoropyruvate or hexafluoroacetone) with benzylic amino group to form hemiaminal, but not imine; the second step was the reaction of oxo compound with aromatic amino group to form imine (Schiff base) being in equilibrium with its enamine form; the third step was an intramolecular attack of the hemiaminal carbon by the enamine carbon followed by a new nucleophilic rearrangement to form tetrahydropyrimidine cycle; the forth step was closure of the lactam ring, if ester group was available as in trifluoropyruvate.2013 Elsevier B.V. All rights reserved.

Synthesis, structure and thermal decomposition of cycloalkanone enamine peroxides

Reactions of cycloalkanone enamines with H2O2 gave bis(1-morpholinocyclopent-1-yl)- and bis(1-morpholinocyclohex-1-yl)-peroxides, which were studied by NMR spectroscopy and X-ray diffraction. Thermolysis of bis(1-morpholinocyclohex-1-yl)-peroxide in n-hexane resulted in two major products, viz., cyclohexanone and morpholine.

TETRAHYDRO-CYCLOPENTYL PYRAZOLE CANNABINOID MODULATORS

This invention is directed to a tetrahydro-cyclopentyl pyrazole cannabinoid modulator compound of formula (I): and a method for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.

Novel and convenient aldolization of methyl 3,3,3-trifluoropyruvate using enamines instead of ketones

Piperidine enamines derived from acetone, acetophenone, cyclopentanone and cyclohexanone react easily in minutes with methyl 3,3,3-trifluoropyruvate (1) to afford products of the aldol condensation in high yields at room temperature, which is in contrast to the direct aldolization of 1 with the ketones.

Clay catalyzed synthesis of imines and enamines under solvent-free conditions using microwave irradiation

The reactions of primary and secondary amines with aldehydes and ketones, respectively, are accelerated by microwaves under solvent-free conditions in the presence of montmorillonite K 10 clay to afford a high yield synthesis of imines and enamines.

Microwave-Assisted Facile Synthesis of Imines and Enamines using Envirocat EPZGR as a Catalyst

In a simple microwave-assisted and environmentally benign approach, aldehydes and ketones react readily with primary and secondary amines to afford imines and enamines, respectively, under solvent-free conditions using Envirocat EPZGR as a catalyst.

Synthesis of Enamines from Cycloalkanones and Secondary Cyclic Amines using K-10 Montmorillonite Clay

The synthesis of enamines from cycloalkanones and secondary cyclic amines has been carried out in 85-95percent yield in the presence of K-10 montmorrilonite clay and with azeotropic removal of the water formed in the condensation.