1-(5-Bromo-1H-indol-3-YL)-2-(pyrrolidin-1-YL)ethane-1,2-dione

Base Information

• Chemical Name: 1-(5-Bromo-1H-indol-3-YL)-2-(pyrrolidin-1-YL)ethane-1,2-dione
• CAS No.: 199658-92-9
• Molecular Formula: C₁₄H₁₃BrN₂O₂
• Molecular Weight: 321.173
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10578765
• Nikkaji Number: J1.313.852D
• Wikidata: Q82469084
• Mol file: 199658-92-9.mol

Synonyms:199658-92-9;1-(5-BROMO-1H-INDOL-3-YL)-2-(PYRROLIDIN-1-YL)ETHANE-1,2-DIONE;1-(5-bromo-1H-indol-3-yl)-2-pyrrolidin-1-ylethane-1,2-dione;DTXSID10578765;1,2-Ethanedione,1-(5-bromo-1H-indol-3-yl)-2-(1-pyrrolidinyl)-;AKOS015909989

Chemical Property of 1-(5-Bromo-1H-indol-3-YL)-2-(pyrrolidin-1-YL)ethane-1,2-dione

Chemical Property:

• Vapor Pressure: 4.97E-10mmHg at 25°C
• Boiling Point: 497.4oC at 760 mmHg
• Flash Point: 254.6oC
• PSA: 53.17000
• Density: 1.613g/cm3
• LogP: 2.67340
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 320.01604
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

98%min ^*data from raw suppliers

1-(5-Bromo-1H-indol-3-yl)-2-(pyrrolidin-1-yl)ethane-1,2-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)C(=O)C2=CNC3=C2C=C(C=C3)Br

Technology Process of 1-(5-Bromo-1H-indol-3-YL)-2-(pyrrolidin-1-YL)ethane-1,2-dione

There total 2 articles about 1-(5-Bromo-1H-indol-3-YL)-2-(pyrrolidin-1-YL)ethane-1,2-dione 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:

pyrrolidine (123-75-1) + 2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride (63843-81-2) → 1-(5-bromo-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione (199658-92-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0960-894X(00)00133-5

Reference yield:

5-bromo-1H-indole (10075-50-0) → 1-(5-bromo-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione (199658-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide; CH₂Cl₂

2: dimethylformamide; CH₂Cl₂

In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.11.023

Reference yield: 72.0%

1-(5-bromo-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione (199658-92-9) → 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole (17274-68-9)

Guidance literature:

upstream raw materials:

pyrrolidine

2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride

5-bromo-1H-indole

Downstream raw materials:

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