(R)-2-(3-Fluorophenyl)pyrrolidine

Base Information

• Chemical Name: (R)-2-(3-Fluorophenyl)pyrrolidine
• CAS No.: 920274-03-9
• Molecular Formula: C₁₀H₁₂FN
• Molecular Weight: 165.21
• Hs Code.: 2933990090
• UNII: P9X9H42J5F
• DSSTox Substance ID: DTXSID30427569
• Wikidata: Q72476432
• Mol file: 920274-03-9.mol

Synonyms:(R)-2-(3-Fluorophenyl)pyrrolidine;920274-03-9;(2R)-2-(3-fluorophenyl)pyrrolidine;(R)-2-(3-fluorophenyl) pyrrolidine;(R)- 2-(3-fluorophenyl)pyrrolidine;P9X9H42J5F;2-(3-Fluorophenyl)pyrrolidine, (R)-;Pyrrolidine, 2-(3-fluorophenyl)-, (2R)-;Pyrrolidine, 2-(3-fluorophenyl)-,(2R)-;UNII-P9X9H42J5F;SCHEMBL433220;DTXSID30427569;Q0R;MFCD06762528;AKOS006292371;AKOS015933174;AC-31658;AS-49775;Pyrrolidine,2-(3-fluorophenyl)-, (2R)-;AM20120620;CS-0008669;N10477

Chemical Property of (R)-2-(3-Fluorophenyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.0595mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 232.3 °C at 760 mmHg
• PKA: 9.58±0.10(Predicted)
• Flash Point: 94.3 °C
• PSA: 12.03000
• Density: 1.078 g/cm³
• LogP: 2.57900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.095377549
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98% ^*data from raw suppliers

(R)-2-(3-Fluorophenyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C2=CC(=CC=C2)F
• Isomeric SMILES: C1C[C@@H](NC1)C2=CC(=CC=C2)F

Technology Process of (R)-2-(3-Fluorophenyl)pyrrolidine

There total 27 articles about (R)-2-(3-Fluorophenyl)pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

C10H10FN*H(1+) → (R)-2-(3-fluorophenyl)pyrrolidine (920274-03-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R,R)-f-spiroPhos; hydrogen; In tetrahydrofuran; at 30 ℃; for 10h; under 7600.51 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.orglett.7b01828

Reference yield: 95.0%

2-(3-fluorophenyl)-Δ1-pyrroline (164737-45-5) → C10H12FN (920274-03-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R,R)-f-spiroPhos; hydrogen; In 1,4-dioxane; at 50 ℃; for 24h; under 38002.6 Torr; enantioselective reaction; Autoclave;

DOI:10.1039/c7ob00442g

Reference yield: 85.0%

C14H20FNOS → (R)-2-(3-fluorophenyl)pyrrolidine (920274-03-9)

Guidance literature:

With hydrogenchloride; In ethanol; at 0 - 70 ℃; for 13h;

upstream raw materials:

2-(3-fluorophenyl)-Δ¹-pyrroline

3-chloro-N-(3-fluorobenzylidene)propan-1-amine

3-Fluorobenzaldehyde

3-fluorobenzoic acid

Refernces

• 1、 He, Guangchao,Peng, Kewen,Song, Qiao,Wang, Junwei,Xu, Anhua,Xu, Yungen,Zhu, Qihua. "Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists". . . Retrieved 2020/05/19.
• 2、 Chang, Mingxin,Guo, Haodong,Huang, Haizhou,Zhang, Tao,Zhao, Wenlei,Zhou, Huan. "Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular Reductive Amination". . p. 2713 - 2719. Retrieved 2019/06/19.