6-Chloro-5-fluoroindole

Base Information

• Chemical Name: 6-Chloro-5-fluoroindole
• CAS No.: 122509-72-2
• Molecular Formula: C₈H₅ClFN
• Molecular Weight: 169.586
• Hs Code.: 29339900
• European Community (EC) Number: 640-181-9
• DSSTox Substance ID: DTXSID60378611
• Nikkaji Number: J1.811.577H
• Wikidata: Q72450805
• Mol file: 122509-72-2.mol

Synonyms:6-chloro-5-fluoroindole;122509-72-2;6-chloro-5-fluoro-1H-indole;1H-Indole, 6-chloro-5-fluoro-;MFCD01074496;6-chloro-5-fluoro-indole;5-Fluoro-6-chloro-1H-indole;SCHEMBL1248842;6-CHLORO-5-FLUROINDOLE;6-Chloro-5-fluoroindole, 96%;DTXSID60378611;ANGRSSWNBDJESO-UHFFFAOYSA-N;BBL103016;CL3470;STL556825;AKOS005063336;AC-1408;CS-W008220;PB12726;PS-6948;A2579;AM20020312;FT-0621058;C-3930;5-Isoxazolecarboxylicacid, 3-methyl-, ethyl ester

Chemical Property of 6-Chloro-5-fluoroindole

Chemical Property:

• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 105-107 °C
• Refractive Index: 1.432
• Boiling Point: 299.8 °C at 760 mmHg
• PKA: 15.26±0.30(Predicted)
• Flash Point: 135.1 °C
• PSA: 15.79000
• Density: 1.436 g/cm³
• LogP: 2.96040
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

6-Chloro-5-fluoroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Chloro-5-fluoroindole

There total 16 articles about 6-Chloro-5-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: 53.0%

3-chloro-4-fluoro-6-vinylaniline (496916-77-9) → 6-Chloro-5-fluoro-1H-indole (122509-72-2)

Guidance literature:

With p-benzoquinone; lithium chloride; palladium dichloride; In tetrahydrofuran; for 16h; Heating;

DOI:10.1016/S0040-4039(02)01758-6

Reference yield: 48.0%

5-chloro-4-fluoro-2-(trimethylsilylethynyl)aniline → 6-Chloro-5-fluoro-1H-indole (122509-72-2)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1016/S0040-4039(02)01758-6

Reference yield:

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 1-chloro-2-fluoro-4-methyl-5-nitrobenzene (118664-99-6) → 5-chloro-4-methoxy-2-methylaniline (62492-46-0) + 6-Chloro-5-fluoro-1H-indole (122509-72-2)

Guidance literature:

N,N-dimethyl-formamide dimethyl acetal; 1-chloro-2-fluoro-4-methyl-5-nitrobenzene; at 140 ℃;

With nickel; hydrazine hydrate; In methanol; at 20 ℃;

DOI:10.1081/SCC-120038513

upstream raw materials:

1-(6-Chloro-5-fluoro-indol-1-yl)-2,2,2-trifluoro-ethanone

3-chloro-4-fluoro-6-vinylaniline

[2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

6-chloro-5-fluoro-1H-indole-3-carboxylic acid

cipargamin

2,3-dihydro-6-chloro-5-fluoro-1H-indole

6-Chloro-5-nitro-indole

Refernces

• 1、 Gaisina, Irina N.,Gallier, Franck,Ougolkov, Andrei V.,Kim, Ki H.,Kurome, Toru,Guo, Songpo,Holzle, Denise,Luchini, Doris N.,Blond, Sylvie Y.,Billadeau, Daniel D.,Kozikowski, Alan P.. "From a natural product lead to the identification of potent and selective benzofuran-3-yl-(indol-3-yl)maleimides as glycogen synthase kinase 3βinhibitors that suppress proliferation and survival of pancreatic cancer cells". supporting information; experimental part. p. 1853 - 1863. Retrieved 2009/12/31.
• 2、 -. "Indol-3-yl-carbonyl-piperidin-benzoimidazol derivatives". Page/Page column 18. . Retrieved 2010/11/25.