4266-03-9

Usage

Uses

Used in Pharmaceutical Synthesis:
Pyrrolidine, 1-methyl-2-(phenylmethyl)is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Neurological Disorder Treatment:
Pyrrolidine, 1-methyl-2-(phenylmethyl)is used as a potential treatment for various neurological disorders due to its psychoactive properties. Its ability to interact with the nervous system makes it a promising candidate for further research and development in this field.
Used as a Chiral Catalyst in Organic Chemistry:
Pyrrolidine, 1-methyl-2-(phenylmethyl)is used as a chiral catalyst in organic chemistry reactions. Its unique structure allows it to selectively catalyze certain reactions, making it a valuable tool in the synthesis of enantiomerically pure compounds.

Upstream product

• 94532-50-0 1-methyl-2-benzylidenepyrrolidine 
• 42464-63-1 (E)-2-benzylidene-1-methylpyrrolidin-5-one 
• 122333-64-6 trans-N-Methyl-5-phenyl-4-penten-1-amine 
• 100-44-7 benzyl chloride 
• 50-00-0 formaldehyd 
• 4392-24-9 Cinnamyl bromide 
• 101-97-3 Ethyl 2-phenylethanoate 
• 56519-58-5 1-benzyl-2-methyl-1-pyrrolinium perchlorate 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 28525-69-1 (4E)-5-phenyl-4-pentenoic acid 
• 134039-00-2 N-Methyl-5-phenyl-4-pentenamide 
• 79685-62-4 5-Phenyl-4-pentenoic acid chloride 
• 17920-83-1 5-phenyl-4-pentenoic acid 
• 3708-35-8 Ethyl 2-(ethoxycarbonyl)-5-phenyl-4-pentenoate 

Downstream Products

• 37129-04-7 3-benzyl-1-methylpiperidin-2-one 
• 142438-99-1 6-Benzyl-1-methyl-piperidin-2-one 
• 66162-72-9 2-(4-bromobenzyl)-1-methylpyrrolidine 
• 66162-85-4 2-(4-nitrobenzyl)-1-methylpyrrolidine 
• 66163-00-6 2-(4-chlorobenzyl)-1,1-dimethylpyrrolidinium iodide 
• 66162-14-9 2-(4-chlorobenzyl)-1-methylpyrrolidine 
• 66162-54-7 4-(1-methyl-pyrrolidin-2-ylmethyl)-aniline 

Relevant academic research and scientific papers

Phosphazene base-catalyzed hydroamination of aminoalkenes for the construction of isoindoline scaffolds: Application to the total synthesis of aristocularine

A method for isoindoline synthesis via phosphazene base-catalyzed intramolecular hydroamination of aminoalkenes was developed. The reaction has a broad functional group tolerance, including for halide, cyano, and methoxy groups, and could also be used to

Oxidation 2-substituierter pyrrolidine und piperidine als nicotinanaloga

The oxidation of nicotine (1) with Hg(II)-EDTA follows the direction to the α-methylene group of the pyrrolidine part and results in a two-step dehydrogenation to lactam 3. The same course is observed with the aromatic or heteroaromatic 2-substituted comp

Alkylation of 2-Lithio-N-Methylpiperidines and -pyrrolidines: Scope, Limitations, and Stereochemistry

The scope and limitations of the alkylation of racemic and nonracemic 2-lithipiperidines and -pyrrolidines, obtained by transmetalation of the corresponding stannanes, is reported.These organolithiums react with a variety of electrophiles to afford 2-substituted pyrrolidines and piperidines in excellent yield.With primary alkyl halides the reaction proceeds with net inversion of configuration at the metal-bearing carbon in the piperidines; in the pyrrolidines there is a mixture of inversion and retention, with the former predominating.With most carbonyl electrophiles (carbon dioxide, dimethyl carbonate, methyl chloroformate, pivaloyl chloride, benzaldehyde, and dialkyl ketones), retention is observed in both cases.Electrophiles such as benzophenone, benzyl bromide, and tert-butyl bromoacetate afford racemic coupling products.A mechanistic interpretation is presented.

Stereoselective synthesis of 4- or 5-substituted 2-benzyl- and 2-benzoylpyrrolidines by means of anodic oxidation of δ-alkenylamines

The anodic oxidation of the lithium amides of δ-alkenylamines 6a, 6b, 6c, 10a, and 10b gave stereoselectively cis-5-substituted 2-benzyl-1-methylpyrrolidines (7a, 7b, 7c) and 4-substituted 2-benzyl-1-methyl-pyrrolidines (11a, 11b) in high yields. The anod

Photophysical and photochemical behavior of intramolecular-styrene-amine exciplexes

The photophysical and photochemical behavior of a series of secondary and tertiary ω-(β-styryl)aminoalkanes with one to five methylenes separating the styryl and amino groups has been investigated and compared to the intermolecular reactions of 1-phenylpropene with secondary and tertiary amines. The tertiary styrylamines form fluorescent intramolecular exciplexes, but fail to undergo intramolecular addition reactions. Both the rate constant for exciplex formation and the stability of the exciplex are dependent upon the length of the polymethylene chain connecting the chromophores. The failure of the tertiary amine exciplexes to undergo intramolecular addition is attributed to an unfavorable exciplex geometry for α-C-H transfer to the styrene double bond. While the secondary styrylamines do not form fluorescent exciplexes, the dependence of the styrene singlet lifetime upon the polymethylene chain length is similar to that for the tertiary styrylamines. Intramolecular N-H addition to the styrene double bond results in the formation of two regioisomeric (α-phenyl and α-benzyl) cyclic amines of different ring size. The regioisomer of larger ring size is favored except in the case in which four methylenes separate the chromophores. The effects of polymethylene chain length, solvent polarity, temperature, and the bulk of the N-alkyl group upon product yields and ratios are discussed in terms of a mechanism involving singlet exciplex and biradical intermediates.

INTRAMOLECULAR PHOTOCHEMICAL REACTIONS OF N-ALKYL-5-PHENYL-4-PENTEN-1-AMINES

Irradiation of N-alkyl-5-phenyl-4-penten-1-amines results in the formation of intramolecular styrene-amine adducts and disproportionation products.Increasing the bulk of the N-alkyl group increases the regioselectivity of N-H transfer favoring the formation of piperidine vs. pyrrolidine products and favors disproportionation vs. cyclization.

THE PREPARATION OF "ELONGATED" NICOTINE ANALOGUES

The preparation of four nicotine analogues having one or two additional methylene units between the N-methylpyrrolidinyl moiety and the aromatic ring are reported.Also prepared are the corresponding nornicotine and myosmine analogues.The course of the Spa

Synthesis of Some Substituted Pyrrolidines from Cyclopropyl Carbonyl Compounds

A series of alkyl and aryl cyclopropyl carbonyl compounds, when refluxed in N-methylformamide in the presence of magnesium chloride, gave variously substituted pyrrolidines.

2-(Nuclearly-substituted)benzylpyrrolidines

2-Benzylpyrrolidines bearing from 1 to 4 nuclear substituents on the benzyl ring are pharmacologically active, particularly on the CNS, on blood pressure and on pain sensation for warm-blooded animals. They are synthesized, e.g., by reducing appropriate 2-benzylpyrrolidines and are formulated into medicament compositions according to established conventional techniques.