4-Fluoroindole

Base Information

• Chemical Name: 4-Fluoroindole
• CAS No.: 387-43-9
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29339900
• European Community (EC) Number: 625-248-2
• DSSTox Substance ID: DTXSID00379061
• Nikkaji Number: J1.328.763E
• Wikidata: Q72480150
• Mol file: 387-43-9.mol

Synonyms:4-Fluoroindole;4-Fluoro-1H-indole;387-43-9;1H-Indole, 4-fluoro-;MFCD00055992;4-fluoro-indole;4-Fluoro-pyrimidine;4-Fluoroindole, 97%;BIDD:GT0103;SCHEMBL680718;ZWKIJOPJWWZLDI-UHFFFAOYSA-;DTXSID00379061;ZWKIJOPJWWZLDI-UHFFFAOYSA-N;AM959;BCP27160;BBL102286;STL556085;AKOS005063960;CS-W001557;PB20892;PS-9127;AC-23424;SY012837;A5696;F0556;FT-0602145;EN300-85406;F-4500;Z1203161966;InChI=1/C8H6FN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H

Chemical Property of 4-Fluoroindole

Chemical Property:

• Appearance/Colour: beige low melting solid
• Vapor Pressure: 0.023mmHg at 25°C
• Melting Point: 30-32 °C(lit.)
• Refractive Index: 1.646
• Boiling Point: 258.047 °C at 760 mmHg
• PKA: 16.40±0.30(Predicted)
• Flash Point: 109.863 °C
• PSA: 15.79000
• Density: 1.273 g/cm³
• LogP: 2.30700
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 135.048427358
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoroindole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C(=C1)F
• Uses: Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators 1 Reactant for preparation of antifungal agents 2 Reactant for preparation of Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes 3 Reactant for preparation of Potent Selective Serotonin Reuptake Inhibitors 4 Reactant for preparation of Inhibitors of HIV-1 attachment 5 Reactant for preparation of monoamine reuptake inhibitors 6 Reactant for preparation of histone deacetylase (HDAC) inhibitors 7 Reactant for preparation of inhibitors of proliferation of human breast cancer cells.

Technology Process of 4-Fluoroindole

There total 21 articles about 4-Fluoroindole 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: 94.2%

4-fluoro-1-methoxycarbonylindole (81038-35-9) → 4-fluoroindole (387-43-9)

Guidance literature:

With sodium hydroxide; In methanol; for 0.5h; Heating;

DOI:10.1248/cpb.33.3696

Reference yield: 84.0%

1-[(E)-2-(2-Fluoro-6-nitro-phenyl)-vinyl]-pyrrolidine → 4-fluoroindole (387-43-9)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0960-894X(01)00062-2

Reference yield: 83.0%

4-fluoro-1-tosyl-1H-indole → 4-fluoroindole (387-43-9)

Guidance literature:

With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/adsc.202000578

upstream raw materials:

4-fluoro-1H-indole-2-carboxylic acid

tris(piperidino)-methane

1-fluoro-2-methyl-3-nitrobenzene

4-fluoro-1-methoxycarbonylindole

Downstream raw materials:

3-(4-fluoro-1H-indol-3-yl)-2,5-dichloro[1,4]benzoquinone

(4-fluoroindol-3-yl)carboxaldehyde

GSK2656157

4-fluoro-1H-indole-2,3-dione

Refernces

• 1、 Qiang-Liu,Liu, Yu-Xiu,Song, Hong-Jian,Wang, Qing-Min. "Electron Transfer Photoredox Catalysis: Development of a Photoactivated Reductive Desulfonylation of an Aza-Heteroaromatic Ring". supporting information. p. 3110 - 3115. Retrieved 2020/07/04.
• 2、 Zischler, Johannes,Kolks, Niklas,Modemann, Daniel,Neumaier, Bernd,Zlatopolskiy, Boris D.. "Alcohol-Enhanced Cu-Mediated Radiofluorination". supporting information. p. 3251 - 3256. Retrieved 2017/03/17.