823188-58-5

Basic information

• Product Name: (R)-2-(2-Chlorophenyl)pyrrolidine
• Synonyms: (R)-2-(2-Chlorophenyl)pyrrolidine;(2R)-2-(2-chlorophenyl)pyrrolidine
• CAS NO: 823188-58-5
• Molecular Formula: C₁₀H₁₂ClN
• Molecular Weight: 181.66
• Product Categories: API intermediates
• Mol File: 823188-58-5.mol

Chemical Properties

• Boiling Point: 254.1 °C at 760 mmHg
• Flash Point: 107.5 °C
• Appearance: /
• Density: 1.129 g/cm³
• Vapor Pressure: 0.0176mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (R)-2-(2-Chlorophenyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(2-Chlorophenyl)pyrrolidine(823188-58-5)
• EPA Substance Registry System: (R)-2-(2-Chlorophenyl)pyrrolidine(823188-58-5)

Safety Data

• Hazardous Substances Data: 823188-58-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
(R)-2-(2-Chlorophenyl)pyrrolidine is used as a key intermediate in the synthesis of pharmaceutical drugs, leveraging its chiral properties to influence drug efficacy. The importance of chirality in drug design is paramount, as it can significantly affect the potency, selectivity, and safety of medications.
Used in Scientific Research:
In various scientific institutes and laboratories, (R)-2-(2-Chlorophenyl)pyrrolidine is employed as a research compound for studying its chemical properties, potential applications, and interactions with other molecules. This research can lead to the discovery of new drug candidates or the improvement of existing pharmaceuticals.

InChI:InChI=1/C10H12ClN/c11-9-5-2-1-4-8(9)10-6-3-7-12-10/h1-2,4-5,10,12H,3,6-7H2/t10-/m1/s1

Upstream product

• 129540-25-6 2-(2-chlorophenyl)-1-pyrroline 
• 123-75-1 pyrrolidine 
• 858274-14-3 2-(2-chlorophenyl)-pyrroline 
• 694-53-1 phenylsilane 

Downstream Products

• 1210854-16-2 C₂₅H₂₂ClF₃N₂O 

Relevant articles and documents

Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks

The first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex is reported. In situ generated zinc-ProPhenol complex with silane afforded pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines in high yields and with excellent enantioselectivities (up to 99% ee). The synthetic utility of presented methodology is demonstrated in an efficient synthesis of the corresponding chiral cyclic amines, being pharmaceutical drug precursors to the Aticaprant and Larotrectinib. (Figure presented.).

Stereocomplementary Synthesis of Pharmaceutically Relevant Chiral 2-Aryl-Substituted Pyrrolidines Using Imine Reductases

Exploring a collection of naturally occurring imine reductases (IREDs) identified two stereocomplementary IREDs with reducing activity toward sterically hindered 2-aryl-substituted pyrrolines. Using (R)-selective ScIR and (S)-selective SvIR, various chiral 2-aryl-substituted pyrrolidines with excellent enantioselectivity (>99% ee) were stereocomplementarily synthesized in good yield (60-80%), demonstrating the feasibility of IREDs for generating pharmaceutically relevant chiral 2-aryl-substituted pyrrolidine intermediates.

TACHYKININ RECEPTOR ANTAGONISTS

The present invention relates to selective NK-1 receptor antagonists of Formula (I) or a pharmaceutically acceptable salt thereof, for the treatment of disorders associated with an excess of tachykinins.