2-(Thien-2-yl)pyrrolidine

Base Information

• Chemical Name: 2-(Thien-2-yl)pyrrolidine
• CAS No.: 90090-64-5
• Molecular Formula: C8H11NS
• Molecular Weight: 153.248
• Hs Code.: 2934999090
• Mol file: 90090-64-5.mol

Synonyms:2-(2-Thienyl)pyrrolidine;

Chemical Property of 2-(Thien-2-yl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.0294mmHg at 25°C
• Boiling Point: 245.012 °C at 760 mmHg
• Flash Point: 101.98 °C
• PSA: 40.27000
• Density: 1.107 g/cm³
• LogP: 2.50140
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(2-Thienyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(2-Thienyl)pyrrolidine is used in the preparation of imidazopyridine derivatives for treating viral infections.

Technology Process of 2-(Thien-2-yl)pyrrolidine

There total 8 articles about 2-(Thien-2-yl)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: 50.0%

pyrrolidine (123-75-1) + 2-thienyl lithium (2786-07-4) → 2-(thiophene-2-yl)pyrrolidine (90090-64-5)

Guidance literature:

pyrrolidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

With benzophenone; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

2-thienyl lithium; In diethyl ether; hexane; at -78 - 20 ℃; regioselective reaction;

DOI:10.1038/NCHEM.2871

Reference yield: 32.0%

4-di(2-thienyl)-1,4-butanedione (180895-61-8) → 2-(thiophene-2-yl)pyrrolidine (90090-64-5)

Guidance literature:

With 3 A molecular sieve; ammonium formate; sodium cyanoborohydride; In methanol; at 20 ℃; for 24h;

DOI:10.1021/jo960523i

Reference yield:

2-(2-thienyl)pyrroline (5424-42-0) → 2-(thiophene-2-yl)pyrrolidine (90090-64-5)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/jo01103a012

upstream raw materials:

2-(2-thienyl)pyrroline

4-di(2-thienyl)-1,4-butanedione

1-(2'-thienyl)-1,4-butanediol

thiophene-2-carbonitrile

Refernces

• 1、 Legarda, Pablo D.,García-Rubia, Alfonso,Arrayás, Ramón Gómez,Carretero, Juan C.. "Palladium-catalyzed ortho-olefination of 2-arylpyrrolidines: A tool for increasing structural complexity in nitrogen heterocycles". . p. 3947 - 3954. Retrieved 2018/06/11.
• 2、 Ramachandran, P. Veeraraghavan,Mitsuhashi, Wataru,Nicponski, Daniel R.. "Synthesis of 2-substituted pyrrolidines from nitriles". supporting information. p. 5001 - 5003. Retrieved 2013/08/28.