6-Fluoro-1H-indole-3-carboxylic acid

Base Information

• Chemical Name: 6-Fluoro-1H-indole-3-carboxylic acid
• CAS No.: 23077-44-3
• Molecular Formula: C9H6FNO2
• Molecular Weight: 179.151
• Hs Code.: 2933990090
• Mol file: 23077-44-3.mol

Synonyms:1H-Indole-3-carboxylic acid, 6-fluoro-;

Chemical Property of 6-Fluoro-1H-indole-3-carboxylic acid

Chemical Property:

• Melting Point: 242-244 °C (decomp)
• Boiling Point: 422.2 °C at 760 mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 209.1 °C
• PSA: 53.09000
• Density: 1.51 g/cm³
• LogP: 2.00520
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

6-Fluoro-1H-indole-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Fluoro-1H-indole-3-carboxylic acid

There total 1 articles about 6-Fluoro-1H-indole-3-carboxylic acid 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: 66.0%

6-fluoro-1H-indole (399-51-9) + trifluoroacetic anhydride (407-25-0) → 6-fluoroindole-3-carboxylic acid (23077-44-3)

Guidance literature:

6-fluoro-1H-indole; trifluoroacetic anhydride; In N,N-dimethyl-formamide; at 0 ℃; for 3h;

With sodium hydroxide; In N,N-dimethyl-formamide; for 4h; pH=3; Reflux;

Reference yield: 100.0%

6-fluoroindole-3-carboxylic acid (23077-44-3) + acetonitrile (75-05-8,26809-02-9) → 3-(6-fluoro-1H-indol-3-yl)-3-oxopropionitrile (882562-43-8)

Guidance literature:

6-fluoroindole-3-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 1.5h;

Reference yield: 78.0%

Diphenyliodonium triflate (66003-76-7) + 6-fluoroindole-3-carboxylic acid (23077-44-3) → phenyl-6-fluoro-1H-indole-3-carboxylate

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 12h; regioselective reaction;

DOI:10.1002/asia.201601290

upstream raw materials:

6-fluoro-1H-indole

trifluoroacetic anhydride

Downstream raw materials:

3-(6-fluoro-1H-indol-3-yl)-3-oxopropionitrile

C₁₁H₁₀FNO₂

Refernces

• 1、 Kumar, Dalip,Arun,MaruthiKumar,Acosta, Glen,Noel, Brett,Shah, Kavita. "A Facile Synthesis of Novel Bis-(indolyl)-1,3,4-oxadiazoles as Potent Cytotoxic Agents". . p. 1915 - 1920. Retrieved 2013/01/15.