3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine

Base Information

• Chemical Name: 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine
• CAS No.: 1256033-62-1
• Molecular Formula: C₂₀H₁₆FN₉
• Molecular Weight: 401.406
• Mol file: 1256033-62-1.mol

Synonyms:

Chemical Property of 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine

There total 4 articles about 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine 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:

3-aminopyrazole (1820-80-0,916420-28-5) + C17H12ClFN6 (1256037-99-6) → 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine (1256033-62-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyPF-t-Bu; caesium carbonate; In water; tert-butyl alcohol; at 100 ℃;

DOI:10.1016/j.bmcl.2012.06.033

Reference yield:

6-bromo-2-chloroimidazo[1,2,a]pyridine (851916-84-2) → 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine (1256033-62-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: C₅₆H₅₂ClN₄Zn*ClLi / tetrahydrofuran / 20 °C

1.2: 20 °C

2.1: ammonia / 20 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 80 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyPF-t-Bu; caesium carbonate / water; tert-butyl alcohol / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; CyPF-t-Bu; C₅₆H₅₂ClN₄Zn*ClLi; ammonia; sodium carbonate; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; water; tert-butyl alcohol; 1.1: Negishi cross coupling / 1.2: Negishi cross coupling / 3.1: Suzuki coupling / 4.1: Buchwald-Hartwig amination;

DOI:10.1016/j.bmcl.2012.06.033

Reference yield:

5-bromo-2-pyridylamine (1072-97-5) → 3-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(2-fluorophenyl)-N-1H-pyrazol-3-ylimidazo[1,2-a]pyridin-2-amine (1256033-62-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / acetonitrile / 18 h / Reflux

2.1: trichlorophosphate / acetonitrile / 2 h / Reflux

3.1: C₅₆H₅₂ClN₄Zn*ClLi / tetrahydrofuran / 20 °C

3.2: 20 °C

4.1: ammonia / 20 °C

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 80 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyPF-t-Bu; caesium carbonate / water; tert-butyl alcohol / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; CyPF-t-Bu; C₅₆H₅₂ClN₄Zn*ClLi; ammonia; sodium carbonate; caesium carbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile; tert-butyl alcohol; 3.1: Negishi cross coupling / 3.2: Negishi cross coupling / 5.1: Suzuki coupling / 6.1: Buchwald-Hartwig amination;

DOI:10.1016/j.bmcl.2012.06.033

upstream raw materials:

5-bromo-2-pyridylamine

6-bromo-2-chloroimidazo[1,2,a]pyridine

C₁₁H₈BrClN₆

3-aminopyrazole