5-bromo-1-methyl-1H-indole-3-carbonitrile

Base Information

• Chemical Name: 5-bromo-1-methyl-1H-indole-3-carbonitrile
• CAS No.: 1219741-43-1
• Molecular Formula: C₁₀H₇BrN₂
• Molecular Weight: 235.083
• Mol file: 1219741-43-1.mol

Synonyms:5-bromo-1-methyl-1H-indole-3-carbonitrile

Chemical Property of 5-bromo-1-methyl-1H-indole-3-carbonitrile

Chemical Property:

• Boiling Point: 383.1±22.0 °C(Predicted)
• Density: 1.50±0.1 g/cm3(Predicted)

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-1-methyl-1H-indole-3-carbonitrile 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-1-methyl-1H-indole-3-carbonitrile

There total 11 articles about 5-bromo-1-methyl-1H-indole-3-carbonitrile 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: 92.0%

5-bromo-1-methyl-H-indole (10075-52-2) + acetonitrile (75-05-8,26809-02-9) → 5-bromo-1-methyl-1H-indole-3-carbonitrile (1219741-43-1)

Guidance literature:

5-bromo-1-methyl-H-indole; acetonitrile; With isocyanate de chlorosulfonyle; at 0 ℃; for 2h;

In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.3390/md17010035

Reference yield: 82.0%

5-bromo-1-methyl-H-indole (10075-52-2) + N?cyanosuccinimide (135205-66-2) → 5-bromo-1-methyl-1H-indole-3-carbonitrile (1219741-43-1)

Guidance literature:

With gallium(III) trichloride; In acetonitrile; at 120 ℃; for 4h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b00416

Reference yield: 80.0%

5-bromo-1-methyl-H-indole (10075-52-2) + dimethyl sulfoxide (67-68-5,8070-53-9) → 5-bromo-1-methyl-1H-indole-3-carbonitrile (1219741-43-1)

Guidance literature:

With oxygen; copper diacetate; ammonium bicarbonate; palladium dichloride; at 140 ℃; for 6h; regioselective reaction; Sealed tube;

DOI:10.1039/c1cc11603g

upstream raw materials:

5-bromo-1H-indole-3-carbonitrile

methyl iodide

5-bromo-1-methyl-H-indole

dimethyl sulfoxide

Downstream raw materials:

3-(4'-N,N-dimethylaminophenyl)-5-(5'-bromo-N-methyl-3'-indolyl)-1,2,4-triazole

Refernces

• 1、 Cascioferro, Stella,Petri, Giovanna Li,Parrino, Barbara,Carbone, Daniela,Funel, Niccola,Bergonzini, Cecilia,Mantini, Giulia,Dekker, Henk,Geerke, Daan,Peters, Godefridus J.,Cirrincione, Girolamo,Giovannetti, Elisa,Diana, Patrizia. "Imidazo[2,1-b] [1,3,4]thiadiazoles with antiproliferative activity against primary and gemcitabine-resistant pancreatic cancer cells". . . Retrieved 2020.
• 2、 Cascioferro, Stella,Attanzio, Alessandro,Di Sarno, Veronica,Musella, Simona,Tesoriere, Luisa,Cirrincione, Girolamo,Diana, Patrizia,Parrino, Barbara. "New 1,2,4-oxadiazole nortopsentin derivatives with cytotoxic activity". . . Retrieved 2019/01/14.