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

Base Information

• Chemical Name: 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole
• CAS No.: 17274-68-9
• Molecular Formula: C14H17BrN2
• Molecular Weight: 293.206
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70578766
• Wikidata: Q82469085
• Mol file: 17274-68-9.mol

Synonyms:17274-68-9;5-Bromo-3-[2-(1-pyrrolidinyl)ethyl]-1H-indole;5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole;5-bromo-3-[2-(pyrrolidin-1-yl)ethyl]-1H-indole;5-bromo-3-(2-pyrrolidin-1-ylethyl)-1H-indole;1H-Indole,5-bromo-3-[2-(1-pyrrolidinyl)ethyl]-;SCHEMBL2933511;DTXSID70578766;OTKDIZOYQXFTDK-UHFFFAOYSA-N;AKOS015834503;DS-3149;5-Bromo-3-(2-pyrrolidinylethyl)-1H-indole

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

Chemical Property:

• Vapor Pressure: 3.03E-07mmHg at 25°C
• Refractive Index: 1.654
• Boiling Point: 419.5 °C at 760 mmHg
• Flash Point: 207.5 °C
• PSA: 19.03000
• Density: 1.418 g/cm³
• LogP: 3.50660
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 292.05751
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-3-[2-(1-pyrrolidinyl)ethyl]-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CCC2=CNC3=C2C=C(C=C3)Br

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

There total 3 articles about 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole 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: 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:

Reference yield:

5-bromo-1H-indole (10075-50-0) → 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole (17274-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylformamide; CH₂Cl₂

2: dimethylformamide; CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.11.023

Reference yield:

2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride (63843-81-2) → 5-bromo-3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole (17274-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide; CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.11.023

upstream raw materials:

1-(5-bromo-1H-indol-3-yl)-2-pyrrolidin-1-yl-ethane-1,2-dione

5-bromo-1H-indole

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

Downstream raw materials:

C₂₆H₂₈N₂O₂

5-(cyclohex-1-en-1-yl)-3-(2-pyrrolidinylethyl)-1H-indole

5-Cyclohexyl-3-(2-pyrrolidinylethyl)-1H-indole

5-(1-aza-1-benzylcyclohex-3-en-4-yl)-3-(2-pyrrolidinylethyl)-1H-indole

Refernces

• 1、 -. "5-CYCLO INDOLE COMPOUNDS AS 5-HT1D RECEPTOR LIGANDS". Page/Page column 13. . Retrieved 2008/06/13.