133099-11-3

Basic information

• Product Name: (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide
• Synonyms: (s)-alpha,alpha-diphenyl-3-pyrrolidineacetamide;(S)-(+)-Alfa,Alfa-Diphenyl-3-Pyrrolidine acetamide;(S)-2,2-Diphenyl-2-(pyrrolidin-3-yl)acetamide;(S)-ALPHA,ALPHAL-DIPHENYL-3-PYRROLIDINEACETAMIDE,96%;(S)-α,α-Diphenyl-3-pyrrolidineacetamide;(3S)-α,α-Diphenyl-3-pyrrolidineacetonitrile;diphenyl[(S)-pyrrolidin-3-yl]acetonitrile
• CAS NO: 133099-11-3
• Molecular Formula: C₁₈H₁₈N₂
• Molecular Weight: 280.36
• Product Categories: Pharmaceutical material and intermeidates
• Mol File: 133099-11-3.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 488.5°C at 760 mmHg
• Flash Point: 249.2°C
• Appearance: /
• Density: 1.147g/cm³
• Vapor Pressure: 1.08E-09mmHg at 25°C
• Refractive Index: 1.596
• PKA: 9.46±0.10(Predicted)
• CAS DataBase Reference: (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide(133099-11-3)
• EPA Substance Registry System: (S)-alpha,alpha-Diphenyl-3-pyrrolidineacetamide(133099-11-3)

Safety Data

• Hazardous Substances Data: 133099-11-3(Hazardous Substances Data)

Usage

Chemical Properties

lightbrown powder

Uses

(S)-2,2-Diphenyl-2-(pyrrolidin-3-yl)acetonitrile is a degradation product of darifenacin and also a darifenacin Cyano Pyrrolidine Impurity compound.

InChI:InChI=1/C18H20N2O/c19-17(21)18(16-11-12-20-13-16,14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-10,16,20H,11-13H2,(H2,19,21)/t16-/m1/s1

Upstream product

• 133099-09-9 (S)-diphenyl-[1-(toluene-4-sulfonyl)-pyrrolidin-3-yl]-acetonitrile 
• 371240-55-0 (S)-3-(toluene-4-sulfonyloxy)pyrrolidin-1-ylcarboxylic acid tert-butyl ester 
• 86-29-3 Diphenylacetonitrile 
• 1189753-52-3 (S)-2,2-diphenyl-2-[1-(tert-butyloxycarbonyl)-3-pyrrolidinyl]acetonitrile 
• 197964-14-0 2,2-diphenyl-2-[(3S)-N-benzyl-pyrrolidin-3-yl]acetonitrile 
• 851645-39-1 (S)-1-benzyl-3-(1-cyano-1,1-diphenylmethyl)-pyrrolidine hydrochloride 

Downstream Products

• 134002-25-8 2,2-diphenyl-2-[(3S)-pyrrolidin-3-yl]acetamide 
• 134002-26-9 (S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetamide L-tartrate 
• 586346-94-3 darifenacin hydrochloride 
• 133099-04-4 darifenacin 
• 133099-07-7 (S)-darifenacin hydrobromide 
• 103887-32-7 3-(R,S)-(1-carbamoyl-1,1-diphenyl-methyl)pyrrolidine 

Relevant articles and documents

Synthesis of Arylethylamines via C(sp3)-C(sp3) Palladium-Catalyzed Cross-Coupling

Substituted arylethylamines represent a key structural motif in natural, pharmaceutical, and agrochemical compounds. Access to such scaffolds has been the subject of long-standing synthetic interest. Herein, we report the synthesis of such scaffolds via a palladium-catalyzed C(sp3)-C(sp3) coupling between (chloromethyl)aryls and air-/moisture-stable N,N-dialkylaminomethyltrifluoroborate salts. Rapid hit identification was achieved using microscale high-throughput experimentation and was followed by millimolar-scale reaction parameter optimization. A range of structurally and electronically varied arylethylamine products were obtained in moderate to excellent yields (27-96%, >60 examples). The reaction mechanism is proposed to proceed via formation of a trialkylbenzylammonium species prior to oxidative addition.

PROCESS FOR PREPARATION OF DARIFENACIN AND INTERMEDIATES USED IN THE PROCESS

Disclosed herein is a process for the preparation of darifenacin and physiologically acceptable salts thereof. Also disclosed is a compound of formula X: wherein R is linear or branched C 1-10 alkyl, phenyl, tolyl, ortho-, meta- or para- xylyl

SUBSTITUTED PYRROLIDINES

Disclosed herein are substituted pyrrolidine-based muscarinic receptor modulators of Formula I, process of preparation thereof, pharmaceutical compositions thereof, and methods of use thereof.