4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide

Base Information

• Chemical Name: 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide
• CAS No.: 1561810-85-2
• Molecular Formula: C₃₀H₃₂N₈O
• Molecular Weight: 520.637
• Mol file: 1561810-85-2.mol

Synonyms:4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide

Chemical Property of 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide

There total 11 articles about 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide 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: 72.0%

piperidine (110-89-4) + N-(5-(chloromethyl)-2-methylphenyl)-4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide (1561810-43-2) → 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide (1561810-85-2)

Guidance literature:

With potassium carbonate; In acetonitrile; for 6h; Reflux;

DOI:10.1016/j.bmc.2013.12.055

Reference yield: 72.0%

→ 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide (1561810-85-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield:

N-amino-1H-pyrrole-2-carbonitrile (159326-66-6) → 4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-N-(2-methyl-5-(piperidin-1-ylmethyl)phenyl)benzamide (1561810-85-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: potassium hydroxide; water / 20 °C

2.1: pyridine / 1,4-dioxane / 0.25 h

2.2: 1 h / Reflux

3.1: sodium ethanolate / ethanol / 2 h / Reflux

4.1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / 24 h / 120 °C

5.1: sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 16 h / 70 °C / Inert atmosphere

6.1: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

7.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

8.1: thionyl chloride / dichloromethane / 5 h / 20 °C

9.1: potassium carbonate / acetonitrile / 6 h / Reflux

With pyridine; bis-triphenylphosphine-palladium(II) chloride; thionyl chloride; water; sodium ethanolate; palladium diacetate; sodium carbonate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 5.1: |Suzuki Coupling / 6.1: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.bmc.2013.12.055

upstream raw materials:

N-amino-1H-pyrrole-2-carbonitrile

piperidine

N-(5-(chloromethyl)-2-methylphenyl)-4-((4-(1-methyl-1H-pyrazol-4-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

1-aminopyrrole-2-carboxamide