2941-29-9

Basic information

• Product Name: CYCLOPENTANONE-2-CARBONITRILE
• Synonyms: 2-cyanocyclopentanone;2-oxo-cyclopentanecarbonitril;2-oxocyclopentanecarbonitrile;cianociclopentanone;AKOS MSC-0131;Cyclopentan-1-one-2-carbonitrile;Cyclopentanone-2-carbonitrile;2-ketocyclopentanecarbonitrile
• CAS NO: 2941-29-9
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13
• Product Categories: pharmacetical
• Mol File: 2941-29-9.mol

Chemical Properties

• Boiling Point: 258 °C at 760 mmHg
• Flash Point: 109.9 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: CYCLOPENTANONE-2-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPENTANONE-2-CARBONITRILE(2941-29-9)
• EPA Substance Registry System: CYCLOPENTANONE-2-CARBONITRILE(2941-29-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 2941-29-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 24, p. 3241, 1994 DOI: 10.1080/00397919408010246Tetrahedron Letters, 25, p. 753, 1984 DOI: 10.1016/S0040-4039(01)80017-4

InChI:InChI=1/C6H7NO/c7-4-5-2-1-3-6(5)8/h5H,1-3H2

Upstream product

• 7148-07-4 1-pyrrolidinocyclopent-1-ene 
• 506-77-4 cyanogen chloride 
• 2321-76-8 2-iminocyclopentanecarbonitrile 
• 90610-26-7 3-cyano-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 111-69-3 hexanedinitrile 
• 2941-23-3 2-amino-1-cyanocyclopentene 
• 34598-87-3 2-(4-morpholinyl)-1-cyclopentene-1-carbonitrile 
• 7664-93-9 sulfuric acid 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 120-92-3 cyclopentanone 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 1122-85-6 phenyl cyanate 
• 1130-90-1 1-naphthyl cyanate 

Downstream Products

• 101780-22-7 2-dicyclohexylamino-2-hydroxy-cyclopentanecarbonitrile 
• 88611-35-2 2-(α-amino-benzylidene)-cyclopentanone 
• 110-94-1 1,5-pentanedioic acid 
• 120-92-3 cyclopentanone 
• 97183-64-7 2-anilino-cyclopent-1-enecarbonitrile 
• 22394-62-3 2-(3-Phenyl-3-oxo-propyl)-2-cyan-cyclopentanon-⁽¹⁾ 
• 98815-42-0 2-(α-aminobenzylidene)cyclopentanone 
• 99372-97-1 1-ethyl-2-oxo-cyclopentanecarbonitrile 
• 168846-66-0 (S)-2--3-(4-hydroxyphenyl)propanoate d'ethyle 
• 335421-55-1 2-oxo-1-(3-oxopentyl)cyclopentanecarbonitrile 
• 335421-62-0 7-methyl-6-oxo-1,2,3,4,5,6-hexahydro-3aH-indene-3a-carbonitrile 

Relevant articles and documents

COMPOUNDS USEFUL AS CSF1 MODULATORS

This invention relates to novel compounds and to pharmaceutical compositions comprising the novel compounds. More specifically, the invention relates to compounds useful as Colony Stimulating Factor 1 Receptor (cFMS) modulators (e.g. cFMS inhibitors). This invention also relates to processes for preparing the compounds, uses of the compounds in treatment and methods of treatment employing the compounds. Specifically, the invention relates to the use of the compounds for the treatment of cancer and autoimmune diseases.

Metal-triflate-catalyzed synthesis of polycyclic tertiary alcohols by cyclization of γ-allenic ketones

It has been established that bismuth(III) triflate catalyzes the cyclization of γ-allenic ketones under mild reaction conditions. This reaction allows the selective formation of polycyclic tertiary alcohols from cyclic ketone derivatives. The resulting dienols can engage in stereoselective cycloadditions to efficiently afford complex polycyclic systems. Simply complex: The described catalytic carbonyl-ene reaction is efficiently performed under mild reaction conditions by using only 1 mol % of bismuth(III) triflate, thus affording functionalized molecular scaffolds. Complex polycyclic structures with a defined stereochemistry have been synthesized by using the carbonyl-ene products in a subsequent hydroxy-directed Diels-Alder reaction.

An Alternative to the Classical α-Arylation: The Transfer of an Intact 2-Iodoaryl from ArI(O2CCF3)2

The α-arylation of carbonyl compounds is generally accomplished under basic conditions, both under metal catalysis and via aryl transfer from the diaryl λ3-iodanes. Here, we describe an alternative metal-free α-arylation using ArI(O2CCF3)2 as the source of a 2-iodoaryl group. The reaction is applicable to activated ketones, such as α-cyanoketones, and works with substituted aryliodanes. This formal C-H functionalization reaction is thought to proceed through a [3,3] rearrangement of an iodonium enolate. The final α-(2-iodoaryl)ketones are versatile synthetic building blocks.

Metalated nitriles: Chelation-controlled cyclizations to cis and trans hydrindanes and decalins

(Chemical Equation Presented) Chelation provides a powerful means of stereocontrol in alkylations of metalated nitriles. Doubly deprotonating a series of cyclic β-hydroxynitriles triggers cyclizations that implicate metalated nitrile intermediates having

A modified Robinson annulation process to α,α-disubstituted-β,γ-unsaturated cyclohexanone system. Application to the total synthesis of nanaimoal

4-Cyano-2-cyclohexenones were found to be susceptible to reductive alkylation reactions, giving the corresponding 2,2-disubstituted-3-cyclohexenone derivatives in a completely regioselective manner. This newly developed methodology has been successfully applied towards the total synthesis, in racemic form, of the marine natural product nanaimoal.

Dynamic kinetic resolution of 2-oxocycloalkanecarbonitriles: Chemoenzymatic syntheses of optically active cyclic β- and γ-amino alcohols

A series of fungi and yeasts have been tested for the stereoselective bioreduction of 2-oxocycloalkanecar-bonitriles, 1. The yeast Saccharomyces montanus CBS 6772 yielded the corresponding cis-hydroxy nitriles, 2, in >90% ee and de and in high chemical yields. Through simple and efficient procedures, they were transformed into optically active 2-amino and 2-aminomethyl cycloalkanols.

Preparation of enantiopure ketones and alcohols containing a quaternary stereocenter through parallel kinetic resolution of β-keto nitriles

Racemic 1-methyl-2-oxocycloalkanecarbonitriles have been subjected to bioreduction by the fungus Mortierella isabellina NRRL 1757 through a parallel kineticresolution process. The u and l alcohols thus obtained (up to >99% ee) were easily separated and oxidized to the R and S ketones, respectively. The process can be then repeated so that both enantiomers of the ketone and two epimers of the alcohol can be obtained in their enantiopure forms.

Polycyclic compounds

PCT No. PCT/GB96/02945 Sec. 371 Date Aug. 25, 1998 Sec. 102(e) Date Aug. 25, 1998 PCT Filed Nov. 28, 1996 PCT Pub. No. WO97/19929 PCT Pub. Date Jun. 5, 1997Compounds of Formula (I), methods for their preparation, pharmaceutical formulations and use thereof.

Studies on stereoselective electrophilic cyanation

The enantioselective, electrophilic cyanation of the enolates of 2-substituted 1-tetralones 3 is described. Enantiomerically pure 2-cyanato-1,1′-binaphthyl derivatives 2, 6a and b are used as cyanating agents. The influence of solvent, temperature, additives and the method of enolate formation are investigated. Best results are obtained with 48% ee in the case of compound 2 and 60% ee in the case of compound 6b if the enolate is prepared from the corresponding silyl enol ether 7 and Toluene is used as solvent.