C₂₂H₁₈N₄

Base Information

• Chemical Name: C₂₂H₁₈N₄
• CAS No.: 1294514-64-9
• Molecular Formula: C₂₂H₁₈N₄
• Molecular Weight: 338.412
• Mol file: 1294514-64-9.mol

Synonyms:

Chemical Property of C₂₂H₁₈N₄

Chemical Property:

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₁₈N₄

There total 8 articles about C₂₂H₁₈N₄ 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:

C40H58N4Si2 → C22H18N4 (1294514-64-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.01.035

Reference yield:

6-bromo-1H-indole (52415-29-9) → C22H18N4 (1294514-64-9)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap; triethylamine / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2: Triisopropyl borate; lithium diisopropyl amide / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; caesium carbonate / 1,4-dioxane / 80 °C / Inert atmosphere

4: 2-(dimethylamino)ferrocen-1-yl-palladium(II) chloride dinorbornyl-phosphine complex; sodium t-butanolate / 1,4-dioxane / Microwave irradiation

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

With dmap; Triisopropyl borate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; 2-(dimethylamino)ferrocen-1-yl-palladium(II) chloride dinorbornyl-phosphine complex; tetrabutyl ammonium fluoride; caesium carbonate; triethylamine; sodium t-butanolate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 3: Suzuki coupling / 4: Buchwald-Hartwig amination;

DOI:10.1016/j.bmcl.2011.01.035

Reference yield:

(6-bromo-1-(tert-butoxycarbonyl)-1H-indol-2-yl)boronic acid (1217500-59-8) → C22H18N4 (1294514-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; caesium carbonate / 1,4-dioxane / 80 °C / Inert atmosphere

2: 2-(dimethylamino)ferrocen-1-yl-palladium(II) chloride dinorbornyl-phosphine complex; sodium t-butanolate / 1,4-dioxane / Microwave irradiation

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; 2-(dimethylamino)ferrocen-1-yl-palladium(II) chloride dinorbornyl-phosphine complex; tetrabutyl ammonium fluoride; caesium carbonate; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; 1: Suzuki coupling / 2: Buchwald-Hartwig amination;

DOI:10.1016/j.bmcl.2011.01.035

upstream raw materials:

benzimidazole

6-bromo-1H-indole

(6-bromo-1-(tert-butoxycarbonyl)-1H-indol-2-yl)boronic acid

C₂₅H₂₆BrN₃O₄