5-chloro-6-fluoro-1H-indole

Base Information

• Chemical Name: 5-chloro-6-fluoro-1H-indole
• CAS No.: 169674-57-1
• Molecular Formula: C8H5 Cl F N
• Molecular Weight: 169.586
• Hs Code.: 2933998090
• European Community (EC) Number: 809-964-4
• DSSTox Substance ID: DTXSID00378610
• Wikidata: Q82168088
• Mol file: 169674-57-1.mol

Synonyms:5-chloro-6-fluoro-1H-indole;169674-57-1;5-Chloro-6-fluoroindole;MFCD01074495;1H-Indole, 5-chloro-6-fluoro-;SCHEMBL1196529;DTXSID00378610;JXFLPDYKOWHEJF-UHFFFAOYSA-N;BBL103879;STL557689;AKOS006230226;CS-W018692;MB01658;DS-12486;A3747;FT-0620303;C-3928;EN300-129243;Z1201620785;1-BOC-3-([(2-TRIFLUOROMETHYL-PHENYL)-AMINO]-METHYL)-AZETIDINE

Chemical Property of 5-chloro-6-fluoro-1H-indole

Chemical Property:

• Vapor Pressure: 1.11mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 299.8°Cat760mmHg
• Flash Point: 135.1°C
• PSA: 15.79000
• Density: 1.436g/cm³
• LogP: 2.96040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 169.0094550
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chloro-6-fluoro-1H-indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=CC(=C(C=C21)Cl)F

Technology Process of 5-chloro-6-fluoro-1H-indole

There total 7 articles about 5-chloro-6-fluoro-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: 85.0%

(4-chloro-5-fluoro-2-trimethylsilanylethynyl-phenyl)-carbamic acid methyl ester (1097107-68-0) → 5-chloro-6-fluoro-1H-indole (169674-57-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.08333h; Heating / reflux;

Reference yield: 85.0%

methyl (4-chloro-5-fluoro-2-iodophenyl)carbamate (875305-49-0) + trimethylsilylacetylene (1066-54-2) → 5-chloro-6-fluoro-1H-indole (169674-57-1)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 0 - 20 ℃; for 1.5h; Heating / reflux;

Reference yield: 45.9%

methyl 3-chloro-4-fluoro-α-azidocinnamate → 7-chloro-6-fluoroindole (169673-92-1) + 5-chloro-6-fluoro-1H-indole (169674-57-1)

Guidance literature:

methyl 3-chloro-4-fluoro-α-azidocinnamate; In xylene; at 140 ℃; for 0.75h;

With sodium hydroxide; In ethanol; at 20 ℃; for 2h;

In diphenylether; at 260 ℃; for 4h; Further stages.;

DOI:10.1016/j.ejmech.2007.09.018

upstream raw materials:

methyl (4-chloro-5-fluoro-2-iodophenyl)carbamate

trimethylsilylacetylene

(4-chloro-5-fluoro-2-trimethylsilanylethynyl-phenyl)-carbamic acid methyl ester

5-chloro-6-fluoro-indole-2-carboxylic acid

Downstream raw materials:

4-(5-chloro-6-fluoroindol-3-yl)-6-acetoxy-7-methoxyquinazoline

6-fluoro-1H-indole

[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-chloro-6-fluoro-1-[2-(4-methyl-piperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-6-fluoro-indol-1-yl}acetic acid

Refernces

• 1、 -. "TETRACYCLIC INDOLOPYRIDINES AS EG5 INHIBITORS". Page/Page column 80. . Retrieved 2009/04/25.
• 2、 Lueth, Anja,Loewe, Werner. "Syntheses of 4-(indole-3-yl)quinazolines - A new class of epidermal growth factor receptor tyrosine kinase inhibitors". . p. 1478 - 1488. Retrieved 2008/09/21.