1003-28-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethylpyrrolidine is used as a reagent for the synthesis of C-4” position substituted macrolide derivatives. These derivatives serve as antibacterial agents, specifically targeting erythromycin-resistant bacteria. The compound plays a crucial role in developing new drugs to combat antibiotic resistance.
Used in Chemical Synthesis:
2-Ethylpyrrolidine is also utilized as an intermediate in the synthesis of various chemical compounds. Its unique structure allows for the creation of a wide range of products, making it a versatile component in the chemical industry.

InChI:InChI=1/C6H13N/c1-2-6-4-3-5-7-6/h6-7H,2-5H2,1H3

Upstream product

• 1192-29-6 2-ethyl-1-pyrroline 
• 1551-06-0 2-ethyl-1H-pyrrole 
• 6055-52-3 hexane-1,6-diamine dihydrochloride 
• 97663-64-4 2-ethyl-1-(methylsulfonyl)pyrrolidine 
• 7647-01-0 hydrogenchloride 
• 124920-12-3 2-ethyl-1-(toluene-4-sulfonyl)-pyrrolidine 
• 109300-48-3 4-nitrohexanal 
• 64-17-5 ethanol 
• 55108-01-5 1-aminohex-trans-4-ene 
• 123-75-1 pyrrolidine 
• 74-85-1 ethene 
• 51323-68-3 N-methanesulfonylhexan-1-amine 
• 111-26-2 hexan-1-amine 
• 371255-26-4 trans-4-azido-hex-2-ene 

Downstream Products

• 1024683-76-8 2-ethylpyrrolidine-1-carbonitrile 
• 1431772-80-3 N-(6-(2-ethylpyrrolidin-1-yl)pyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine hydrochloride 
• 26158-82-7 1-Methyl-2-ethyl-pyrrolidin 
• 124920-12-3 2-ethyl-1-(toluene-4-sulfonyl)-pyrrolidine 

Relevant academic research and scientific papers

PALLADIUM-PROMOTED CYCLIZATION REACTIONS OF AMINOALKENES

The trifluoromethanesulphonate salts of the aminoalkenes CH2=CH(CH2)3NH2, its 2-methyl, 2,2-dimethyl and N-iso-propyl-derivatives, and CH2=CH(CH2)4NH2 cyclize in the presence of and a nitrogen base to produce the corresponding C- or N-substituted 2-methylpyrrolidines and 2-methylpiperidine, E-CH3CH=CH(CH2)3NH2 produces 2-ethylpyrrolidine and a small amount of 2-methylpiperidine.The regio-selectivity of these reactions differs from that observed for the cyclization of the same substrates promoted by 2-: (1) the palladium reaction with 2-methylpent-4-enylamine produces ca. a 4 : 6 ratio of cis- and trans-2,4-dimethylpyrrolidine while with platinum the converse is true; (2) there is a more marked tendency for attack of the amine at the more substituted alkene carbon atom in the palladium than in the platinum reactions.

REGIOSPECIFIC OXIDATIVE CYCLIZATION OF N-METHANESULFONYLALKYLAMINES: A NEW METHOD OF PYRROLIDINE RING CONSTRUCTION

N-Methanesulphonylalkylamines cyclize regiospecifically into N-methanesulphonylpyrrolidines in one-pot oxidation reaction in Na2S2O8-CuCl2.

Organolanthanide-catalyzed intramolecular hydroamination/ cyclization of amines tethered to 1,2-disubstituted alkenes

(equation presented) This contribution reports the organolanthanide-catalyzed intramolecular hydroamination/cyclization of amines tethered to 1,2-disubstituted alkenes to afford the corresponding mono-and disubstituted pyrrolidines and piperidines by usin

Titanium-Catalyzed Hydroaminoalkylation of Ethylene

The first examples of titanium-catalyzed hydroaminoalkylation reactions of ethylene with secondary amines are presented. The reactions can be achieved with various titanium catalysts and they do not require the use of high pressure equipment. In addition, the first solid-state structure of a titanapyrrolidine that is formed by insertion of an alkene into the Ti?C bond of a titanaaziridine is reported.

AMMONIUM SALT, ELECTROLYTE FOR LITHIUM SECONDARY BATTERY, AND LITHIUM SECONDARY BATTERY USING THEM

PROBLEM TO BE SOLVED: To provide: ammonium salt with low viscosity; an electrolyte for a lithium secondary battery; and the lithium secondary battery. SOLUTION: This invention relates to an ammonium salt expressed by the following chemical formula (1). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

A novel synthesis of 2-alkyl(aryl)pyrrolidines from proline via 2,3-diphenylhexahydropyrrolo[2,1-b]oxazoles

Diphenyloxapyrrolizidines, products of the reaction between proline and benzaldehyde, are convenient building blocks for synthesizing 2-substituted pyrrolidines. The opening of their oxazolidine ring by treatment with Grignard reagents has been performed

GLYT1 TRANSPORTER INHIBITORS

The invention provides a compound of formula (I): or a salt, solvate or a physiologically functional derivative thereof, wherein R1 to R10 are as defined in the specification and uses of such compounds. The compounds inhibit GlyT1 transporters and are useful in the treatment of certain neurological and neuropsychiatric disorders, including schizophrenia.

Organolanthanide-Catalyzed Intramolecular Hydroamination/Cyclization/Bicyclization of Sterically Encumbered Substrates. Scope, Selectivity, and Catalyst Thermal Stability for Amine-Tethered Unactivated 1,2-Disubstituted Alkenes

This paper reports the organolanthanide-catalyzed intramolecular hydroamination/cyclization of amine-tethered unactivated 1,2-disubstituted alkenes to afford the corresponding mono- and disubstituted pyrrolidines and piperidines using coordinatively unsaturated complexes of the type (η5-Me5C5)2LnCH(TMS)2 (Ln = La, Sm), [Me2Si(η5-Me4C5) 2]SmCH(TMS)2, and [Me2Si(η 5-Me4C5)(tBuN)]LnE(TMS)2 (Ln = Sm, Y, Yb, Lu; E = N, CH) as precatalysts. [Me2Si(η 5-Me4C5)(tBuN)]LnE(TMS)2 mediates intramolecular hydroamination/cyclization of sterically demanding amino-olefins to afford disubstituted pyrrolidines in high diastereoselectivity (trans/cis = 16/1) and good to excellent yield. In addition, chiral C 1-symmetric organolanthanide catalysts of the type [Me 2Si(OHF)(CpR*)]LnN(TMS)2 (OHF = η 5-octahydrofluorenyl; Cp = η5-C5H 3; R* = (-)-menthyl; Ln = Sm, Y), and [Me2Si(η 5-Me4C5)(CpR*)]SmN(TMS)2 (Cp = η5-H3C5; R* = (-)-menthyl) mediate asymmetric intramolecular hydroamination/cyclization of amines bearing internal olefins and afford chiral 2-substituted piperidine and pyrrolidine in enantioselectivities as high as 84:16 er at 60 °C. The substrate of the structure NH2CH2CMe2CH2CH=CH(CH 2)2CH=CH2 is regiospecifically bicyclized by [Me2Si(η5-Me4C5)( tBuN)]LnE(TMS)2 to the corresponding indolizidine skeleton in good yield and high diastereoselectivity. Thermolysis of (η 5-Me5C5)2LaCH(TMS)2 in cyclohexane-d12 at 120 °C rapidly releases CH 2(SiMe3)2 and leads to possible formation of fulvene (η6-Me4C5CH2-) species. The thermolysis product readily reverts to active catalysts upon protonolysis by substrate and exhibits the same catalytic activity as the (η 5,η1-Me5C5) 2LaCH(TMS)2 precatalyst at 120 °C in the cyclization of cis-2,2-dimethylhept-5-enylamine. Catalytically-active lanthanide-amido complexes (η5-Me5C5) 2La(NHR)(NH2R)n and [Me2Si(η 5-Me4C5)(tBuN)]Sm(NHR)(NH 2R)n are shown to be thermally robust species.

REGIOSPECIFIC OXIDATIVE CYCLIZATION OF N-METHYLSULFONYLAMINES INTO PYRROLIDINES

In the framework of the approach to remote oxidative functionalization of organic compounds of various classes, which is currently under exploration by us and which is based on reactions of element-centred free radicals, the regiospecific oxidative cyclization of N-methylsulfonylalkylamines 3 into N-methylsulfonylpyrrolidines 4 has been accomplished.The more facile isomerisation of intermediate sulfonamidyl radicals 8 with 1,5-H shift in comparison with their carboxamidyl analogues 16 is, in our opinion, the chemical proof of different electronic configurations of radicals 8 (? structure) and 16 (predominantly ? structure) generated under identical conditions using Na2S2O8-CuCl2 system.