4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide

Base Information

• Chemical Name: 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide
• CAS No.: 1463056-15-6
• Molecular Formula: C₂₂H₁₆N₆O
• Molecular Weight: 380.409
• Mol file: 1463056-15-6.mol

Synonyms:4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide

Chemical Property of 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide

There total 4 articles about 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide 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: 32.0%

4-amino-8-bromocinnoline-3-carboxamide (663948-24-1) + 2-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1257250-52-4) → 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide (1463056-15-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; In 1,4-dioxane; at 140 ℃; for 0.5h; Microwave irradiation;

Reference yield:

4-Bromo-benzene-1,2-diamine (1575-37-7) → 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide (1463056-15-6)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 1 h / 100 °C / Microwave irradiation

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C

3: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.5 h / 140 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

6-bromo-2-phenyl-1H-benzo[d]imidazole (1741-50-0) → 4-amino-8-(2-phenyl-1H-benzo[d]imidazol-6-yl)cinnoline-3-carboxamide (1463056-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 1 h / 100 °C

2: sodium hydrogencarbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.5 h / 140 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; In 1,4-dioxane;

upstream raw materials:

4-amino-8-bromocinnoline-3-carboxamide

2-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

6-bromo-2-phenyl-1H-benzo[d]imidazole

4-Bromo-benzene-1,2-diamine