59746-40-6

Basic information

• Product Name: 1-(4-methylbenzoyl)pyrrolidine
• Synonyms: 1-(4-methylbenzoyl)pyrrolidine;(4-methylphenyl)-pyrrolidin-1-ylmethanone
• CAS NO: 59746-40-6
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.2536
• Mol File: 59746-40-6.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-methylbenzoyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylbenzoyl)pyrrolidine(59746-40-6)
• EPA Substance Registry System: 1-(4-methylbenzoyl)pyrrolidine(59746-40-6)

Safety Data

• Hazardous Substances Data: 59746-40-6(Hazardous Substances Data)

Usage

Chemical structure

A pyrrolidine derivative with a benzoyl group attached to the nitrogen atom

Potential applications

a. Pharmaceuticals
b. Building block in organic synthesis

Usage

a. Reagent in organic chemistry reactions
b. Investigated for potential pharmacological activities

Unique properties

a. 4-methylbenzoyl group attached to the pyrrolidine ring
b. Valuable in various chemical and pharmaceutical applications

Chemical and physical properties

Influenced by the 4-methylbenzoyl group, contributing to its distinct characteristics in chemical and pharmaceutical fields

Upstream product

• 123-75-1 pyrrolidine 
• 874-60-2 4-methyl-benzoyl chloride 
• 99-94-5 p-Toluic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 18370-11-1 N-methyl-p-methylbenzamide 
• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 874-58-8 4-methylbenzoyl bromide 
• 233265-92-4 2,2,2-trichloroethyl p-methylbenzoate 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 135580-51-7 (diethyl phosphoric) 4-methylbenzoic anhydride 
• 13222-85-0 p-methylbenzoic anhydride 

Downstream Products

• 181970-94-5 (4-methylphenyl)-1-pyrrolidinylmethanethione 
• 16781-67-2 2-morpholin-4-yl-2-thiazole-4(5H)-one 
• 80020-05-9 p-(1-pyrrolidinyl)carbonylbenzaldehyde 

Relevant articles and documents

Visible-Light-Mediated Oxidative Amidation of Aldehydes by Using Magnetic CdS Quantum Dots as a Photocatalyst

A magnetic CdS quantum dot (Fe3O4/polydopamine (PDA)/CdS) was synthesized through a facile and convenient method from inexpensive starting materials. Characterization of the prepared catalyst was performed by means of FTIR spectrosco

UV-Light-Induced N-Acylation of Amines with α-Diketones

Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.

Water-removable ynamide coupling reagent for racemization-free syntheses of peptides, amides, and esters

A novel ynamide coupling reagent, the by-product of which can be removed by water, was reported. It promotes the direct coupling between carboxylic acids and amines, alcohols or thiols to provide amides, peptides, esters and thioesters, respectively. No detectable racemization was observed for all the coupling reactions of carboxylic acids containing an α-chiral center. Importantly, a simple acidic aqueous work-up removed the by-product readily to afford pure coupling products in good to excellent yields without the use of column chromatography, thus making this method more environmentally benign, user friendly and cost-effective. The robustness of the water-removable ynamide coupling reagent was further exemplified by the racemization/epimerization-free synthesis of carfilzomib, in which no column chromatography purification was involved for the entire 12-step synthesis.