C₁₈H₁₈N₄

Base Information

• Chemical Name: C₁₈H₁₈N₄
• CAS No.: 1160499-23-9
• Molecular Formula: C₁₈H₁₈N₄
• Molecular Weight: 290.368
• Mol file: 1160499-23-9.mol

Synonyms:C₁₈H₁₈N₄

Chemical Property of C₁₈H₁₈N₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₁₈N₄

There total 8 articles about C₁₈H₁₈N₄ 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: 73.0%

C37H32N4 → C18H18N4 (1160499-23-9)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

4-iodo-1H-pyrazolo[3,4-b]pyridine (861881-02-9) → C18H18N4 (1160499-23-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h

1.2: 2.5 h / 0 - 20 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 110 °C / Inert atmosphere; Sealed tube

3.1: sodium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 60 °C / Inert atmosphere

4.1: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium acetate; sodium hydride; sodium carbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

C25H18IN3 → C18H18N4 (1160499-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 110 °C / Inert atmosphere; Sealed tube

2: sodium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 60 °C / Inert atmosphere

3: trifluoroacetic acid; triethylsilane / dichloromethane / 0 - 20 °C

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium acetate; sodium carbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/acsmedchemlett.9b00134

upstream raw materials:

4-iodo-1H-pyrazolo[3,4-b]pyridine

1-bromo-3-(bromomethyl)-5-methylbenzene

2-(3-bromo-5-methylphenyl)acetonitrile

2-(3-bromo-5-methylphenyl)propanenitrile

Downstream raw materials:

2-methyl-2-(3-methyl-5-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)butan-1-amine

Refernces