1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole

Base Information

• Chemical Name: 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole
• CAS No.: 1401810-95-4
• Molecular Formula: C₂₄H₂₁N₅O
• Molecular Weight: 395.464
• Mol file: 1401810-95-4.mol

Synonyms:1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole

Chemical Property of 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole

There total 6 articles about 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole 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: 27.0%

[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methanol + 4-(1-methyl-1H-benzimidazol-4-yl)phenol → 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole (1401810-95-4)

Guidance literature:

[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methanol; With thionyl chloride; In dichloromethane; at 20 ℃; for 2h;

4-(1-methyl-1H-benzimidazol-4-yl)phenol; With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 8h;

DOI:10.1016/j.bmc.2015.04.052

Reference yield:

4-bromo-1-methyl-1H-benzo[d]imidazole (1353679-63-6) → 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole (1401810-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 8 h / 90 °C / Inert atmosphere

2.1: thionyl chloride / dichloromethane / 2 h / 20 °C

2.2: 8 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium carbonate; In 1,2-dimethoxyethane; dichloromethane; water; 1.1: |Suzuki Coupling;

DOI:10.1016/j.bmc.2015.04.052

Reference yield:

methyl 1-methyl-4-(pyridin-4-yl)-1H-pyrazole-3-carboxylate → 1-methyl-4-(4-{[1-methyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]methoxy}phenyl)-1H-benzimidazole (1401810-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

2.1: thionyl chloride / dichloromethane / 2 h / 20 °C

2.2: 8 h / 70 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2015.04.052

upstream raw materials:

4-bromo-1-methyl-1H-benzo[d]imidazole

methyl 4-iodo-1-methyl-1H-pyrazole-3-carboxylate

4-pyridineboronic acid pinacol ester

(p-hydroxyphenyl)boronic acid