5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine

Base Information

• Chemical Name: 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine
• CAS No.: 1613148-74-5
• Molecular Formula: C₂₃H₂₁N₅
• Molecular Weight: 367.453
• Mol file: 1613148-74-5.mol

Synonyms:5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine

Chemical Property of 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine

There total 4 articles about 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine 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: 35.0%

Trimethylboroxine (823-96-1) + 5-bromo-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine (1613148-73-4) → 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine (1613148-74-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 26h; Inert atmosphere;

DOI:10.1016/j.bmc.2014.04.023

Reference yield:

methyl 3-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)propanoate (1613148-71-2) → 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine (1613148-74-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide; water / 20 h / 20 °C

2: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 12 h / 80 °C

3: N-Bromosuccinimide / dichloromethane; acetonitrile / 1 h / 0 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane / 26 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; water; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; sodium hydroxide; In 1,4-dioxane; dichloromethane; ethyl acetate; acetonitrile; 4: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2014.04.023

Reference yield:

3-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)propanoic acid (1613148-72-3) → 5-methyl-7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine (1613148-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate / 12 h / 80 °C

2: N-Bromosuccinimide / dichloromethane; acetonitrile / 1 h / 0 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane / 26 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In 1,4-dioxane; dichloromethane; ethyl acetate; acetonitrile; 3: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmc.2014.04.023

upstream raw materials:

methyl 3-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)propanoate

3-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)propanoic acid

7-[2-(5-methyl-1-phenyl-1H-benzimidazol-2-yl)ethyl]imidazo[1,5-b]pyridazine

Trimethylboroxine