1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one

Base Information

• Chemical Name: 1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one
• CAS No.: 888-19-7
• Molecular Formula: C₁₄H₁₆N₂O
• Molecular Weight: 228.294
• NSC Number: 165217
• DSSTox Substance ID: DTXSID40304271
• Nikkaji Number: J1.617.812H
• Wikidata: Q82050089
• Mol file: 888-19-7.mol

Synonyms:1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one;888-19-7;1-(2-(1H-indol-3-yl)ethyl)pyrrolidin-2-one;NSC165217;SCHEMBL10679736;DTXSID40304271;AKOS034060971;NSC-165217;EN300-396133;Z2855150990

Chemical Property of 1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 2.66E-09mmHg at 25°C
• Boiling Point: 478°C at 760 mmHg
• Flash Point: 242.9°C
• Density: 1.22g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 228.126263138
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)CCC2=CNC3=CC=CC=C32

Technology Process of 1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one

There total 7 articles about 1-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one 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: 82.0%

tert-butyl 3-(2-(2-oxopyrrolidin-1-yl)ethyl)-1H-indole-1-carboxylate → N-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one (888-19-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1002/anie.201903880

Reference yield: 81.2%

4-Chloro-N-(2-indol-3-ylethyl)butyramide → N-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one (888-19-7)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In 1,2-dimethoxyethane;

DOI:10.1055/s-2001-16763

Reference yield: 27.6%

tryptamine (61-54-1) + Ethyl 4-bromobutyrate (2969-81-5) → N-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one (888-19-7)

Guidance literature:

With potassium carbonate; In butan-1-ol; for 16h; Heating;

DOI:10.1021/jm050846j

upstream raw materials:

tryptamine

Ethyl 4-bromobutyrate

tert-butyl 3-[2-(piperidin-1-yl)ethyl]-1H-indole-1-carboxylate

Downstream raw materials:

3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole

Refernces

• 1、 Hoefgen, Barbara,Decker, Michael,Mohr, Patrick,Schramm, Astrid M.,Rostom, Sherif A. F.,El-Subbagh, Hussein,Schweikert, Peter M.,Rudolf, Dirk R.,Kassack, Matthias U.,Lehmann, Jochen. "Dopamine/serotonin receptor ligands. 10: SAR studies on azecine-type dopamine receptor ligands by functional screening at human cloned D1, D2L, and D5 receptors with a microplate reader based calcium assay lead to a novel potent D1/D5 selective antagonist". . p. 760 - 769. Retrieved 2007/10/03.