5-Fluoro-2,3-dimethyl-1H-indole

Base Information

• Chemical Name: 5-Fluoro-2,3-dimethyl-1H-indole
• CAS No.: 526-47-6
• Molecular Formula: C10H10FN
• Molecular Weight: 163.195
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10355210
• Nikkaji Number: J2.695.281F
• Wikidata: Q72470497
• Mol file: 526-47-6.mol

Synonyms:5-Fluoro-2,3-dimethyl-1H-indole;526-47-6;2,3-DIMETHYL-5-FLUOROINDOLE;MFCD01158420;BAS 00761131;SCHEMBL10067335;DTXSID10355210;STL426619;AKOS000431439;AC-5213;SB37514;DS-17523;CS-0153590;FT-0600231;A829185

Chemical Property of 5-Fluoro-2,3-dimethyl-1H-indole

Chemical Property:

• Vapor Pressure: 0.00433mmHg at 25°C
• Melting Point: 60-61 °C
• Refractive Index: 1.611
• Boiling Point: 287.3 °C at 760 mmHg
• PKA: 17.03±0.30(Predicted)
• Flash Point: 127.6 °C
• PSA: 15.79000
• Density: 1.177 g/cm³
• LogP: 2.92380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 163.079727485
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98.0% ^*data from raw suppliers

5-fluoro-2,3-dimethyl-1H-indole 95%-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC2=C1C=C(C=C2)F)C

Technology Process of 5-Fluoro-2,3-dimethyl-1H-indole

There total 9 articles about 5-Fluoro-2,3-dimethyl-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: 91.0%

4-fluorophenyhydrazine hydrochloride (823-85-8) + butanone (78-93-3) → 5-fluoro-2,3-dimethyl-1H-indole (526-47-6)

Guidance literature:

In acetic acid; at 120 ℃; for 2h;

DOI:10.1021/jo301307q

Reference yield: 88.0%

5-fluoro-2-methyl-1H-indole (399-72-4) + C17H19NO2 → 5-fluoro-2,3-dimethyl-1H-indole (526-47-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; In 1,2-dichloro-ethane; at 110 ℃; for 16h;

DOI:10.1021/acscatal.0c01141

Reference yield: 68.0%

sec.-butyllithium (598-30-1) + 4-fluorobenzenediazonium tetrafluoroborate (459-45-0) → 5-fluoro-2,3-dimethyl-1H-indole (526-47-6)

Guidance literature:

sec.-butyllithium; With zinc dibromide; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; at 25 ℃; for 0.166667h; Inert atmosphere;

4-fluorobenzenediazonium tetrafluoroborate; With chloro-trimethyl-silane; In tetrahydrofuran; at -60 - 125 ℃; regioselective reaction; Inert atmosphere; Microwave irradiation;

DOI:10.1055/s-0030-1258348

upstream raw materials:

4-fluorophenyhydrazine hydrochloride

butanone

4-fluoroaniline

2.3-butanediol

Refernces

• 1、 Charvieux, Aubin,Hammoud, Abdul Aziz,Duclos, Marie-Christine,Duguet, Nicolas,Métay, Estelle. "Synthesis of indoles through acceptorless dehydrogenative coupling catalyzed by nickel on silica-alumina". supporting information. . Retrieved 2021/07/25.
• 2、 Zhang, Zhe,Zhang, Bo-Sheng,Li, Kai-Li,An, Yang,Liu, Ce,Gou, Xue-Ya,Liang, Yong-Min. "Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans". . p. 7817 - 7839. Retrieved 2020/07/16.