N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

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Chemical Name:N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide
CAS No.:1561811-42-4
Molecular Formula:C₂₅H₂₁N₇O₂
Molecular Weight:451.487
Hs Code.:

Synonyms:N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

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Chemical Property of N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

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Technology Process of N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

There total 8 articles about N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide 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: 38.0%

: 1561811-33-3
5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)-2-pyridinecarboxylic acid

: 81863-45-8
3-(hydroxymethyl)-6-methylaniline

: 1561811-42-4
N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

Guidance literature:: With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.12.055

Reference yield:

: 159326-66-6
N-amino-1H-pyrrole-2-carbonitrile

: 1561811-42-4
N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 7 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 7 h / Reflux; 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

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium ethanolate; palladium diacetate; 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; N,N-dimethyl-formamide; toluene; 5.1: |Stille Cross Coupling / 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055

Reference yield:

: 1561811-19-5
2-chloro-4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazine

: 1561811-42-4
N-(5-(hydroxymethyl)-2-methylphenyl)-5-((4-(pyridin-2-yl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: 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

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide; 1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055