3-(4-Fluorophenyl)-1h-indole

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-1h-indole
• CAS No.: 101125-32-0
• Molecular Formula: C14H10FN
• Molecular Weight: 211.239
• Hs Code.: 2933990090
• European Community (EC) Number: 676-071-2
• ChEMBL ID: CHEMBL5178735
• DSSTox Substance ID: DTXSID50541130
• Nikkaji Number: J3.146.127H
• Wikidata: Q72476079
• Mol file: 101125-32-0.mol

Synonyms:3-(4-fluorophenyl)-1h-indole;101125-32-0;3-(4-Fluoro-phenyl)-1H-indole;1H-Indole, 3-(4-fluorophenyl)-;CHEMBL5178735;3-(4-Fluorophenyl)-indole;MFCD03840861;3-(4-fluorophenyl)indole;1H-Indole,3-(4-fluorophenyl)-;SCHEMBL1879218;AMY7290;DTXSID50541130;JFVIPMRWCFOHBG-UHFFFAOYSA-N;BCP07878;BDBM50598626;AKOS015853447;AC-6617;DS-3352;SY109610;CS-0060576;A16254;Q-101961

Chemical Property of 3-(4-Fluorophenyl)-1h-indole

Chemical Property:

• Vapor Pressure: 5.93E-06mmHg at 25°C
• Melting Point: 96-98 °C
• Refractive Index: 1.658
• Boiling Point: 390.511 °C at 760 mmHg
• PKA: 16.49±0.30(Predicted)
• Flash Point: 189.974 °C
• PSA: 15.79000
• Density: 1.233 g/cm³
• LogP: 3.97400
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 211.079727485
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Fluorophenyl)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C3=CC=C(C=C3)F
• Uses: 3-(4-Fluorophenyl)-1H-indole is a reagent used in the synthesis indole based sigma receptor ligands. Also used in the preparation of Fluvastatin (F601250), a synthetic HMG-CoA reductase inhibitor. Antilipemic.

Technology Process of 3-(4-Fluorophenyl)-1h-indole

There total 33 articles about 3-(4-Fluorophenyl)-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: 89.0%

3-(4-fluorophenyl)-1-(phenylsulfonyl)indole (1340592-97-3) → 3-(4-fluorophenyl)-1H-indole (101125-32-0)

Guidance literature:

With methanol; ammonium chloride; magnesium; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2011.08.031

Reference yield: 89.0%

indole (120-72-9) + 4-fluorophenyl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate (41605-55-4) → 3-(4-fluorophenyl)-1H-indole (101125-32-0)

Guidance literature:

With Cy-DHTP*HBF₄; palladium diacetate; lithium tert-butoxide; In toluene; at 110 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01494

Reference yield: 86.0%

2-(4-fluorophenyl)-2-(2-nitrophenyl)acetonitrile → 3-(4-fluorophenyl)-1H-indole (101125-32-0)

Guidance literature:

With hydrogen; at 20 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1021/acs.orglett.6b02659

upstream raw materials:

1-(4-fluorophenyl)-2-(phenylamino)ethanone

3-(4-fluorophenyl)-1H-indole-2-carboxylic acid

4-fluoro-1-iodobenzene

N-(2-ethynylphenyl)-2,2,2-trifluoroacetamide

Downstream raw materials:

1-(4-bromobutyl)-3-(4-fluorophenyl)indole

1-(4-(4-cyclohexylpiperazin-1-yl)butyl)-3-(4-fluorophenyl)indole

3-(4-fluorophenyl)-1-(4-(4-(4-fluorophenyl)piperazin-1-yl)butyl)indole

2-(4-(3-(4-fluorophenyl)indol-1-yl)butyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Modha, Sachin G.,Greaney, Michael F.. "Atom-economical transformation of diaryliodonium salts: Tandem C-H and N-H arylation of indoles". . p. 1416 - 1419. Retrieved 2015.
• 2、 Perato, Serge,Large, Benjamin,Lu, Qiao,Gaucher, Anne,Prim, Damien. "Pyridylmethylamine–Palladium Catalytic Systems: A Selective Alternative in the C?H Arylation of Indole". . p. 389 - 392. Retrieved 2017.
• 3、 Abbadi, Bruno Lopes,Basso, Luiz Augusto,Bizarro, Cristiano Valim,Dornelles, Maiele,Duarte, Lovaine,Etchart, Renata Jardim,Lourega, Rogério Vescia,Macchi, Fernanda Souza,Machado, Pablo,Neves, Christiano Ev,Perelló, Marcia Alberton,Rambo, Raoní S.,Silva, Fernanda Fries,Sperotto, Nathalia. "Synthesis and antimycobacterial activity of 3-phenyl-1h-indoles". . . Retrieved 2021/08/31.
• 4、 Xie, Wenlai,Xu, Chuangchuang,Xu, Jiaxi. "Metal-free and regiospecific synthesis of 3-arylindoles". . p. 2661 - 2671. Retrieved 2020/04/17.