N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

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Chemical Name:N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide
CAS No.:1561810-26-1
Molecular Formula:C₂₈H₂₂F₃N₅O₃
Molecular Weight:533.51
Hs Code.:

Synonyms:N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

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Chemical Property of N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

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Technology Process of N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

There total 9 articles about N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)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: 61.0%

: 1561810-20-5
4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzoic acid

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

: 1561810-26-1
N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

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:

: 159326-69-9
1-aminopyrrole-2-carboxamide

: 1561810-26-1
N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 1 h / Reflux

2.1: sodium ethanolate / ethanol / 2 h / Reflux

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

4.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide; water / 4 h / 80 °C / Inert atmosphere

5.1: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 3 h / 150 °C / Microwave irradiation

6.1: water; sodium hydroxide / acetone / 5 h / Reflux

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; bis-triphenylphosphine-palladium(II) chloride; 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; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetone; 4.1: |Suzuki Coupling / 5.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055

Reference yield:

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

: 1561810-26-1
N-(5-(hydroxymethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 8 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: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide; water / 4 h / 80 °C / Inert atmosphere

6.1: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 3 h / 150 °C / Microwave irradiation

7.1: water; sodium hydroxide / acetone / 5 h / Reflux

8.1: 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; bis-triphenylphosphine-palladium(II) chloride; 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; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetone; 5.1: |Suzuki Coupling / 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055