N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

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Chemical Name:N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide
CAS No.:1561811-00-4
Molecular Formula:C₃₀H₂₉N₇O₂
Molecular Weight:519.606
Hs Code.:

Synonyms:N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

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Chemical Property of N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

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Technology Process of N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

There total 12 articles about N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)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: 39.0%

: 1561810-60-3
4-amino-N-(2-methyl-5-(morpholin-4-ylmethyl)phenyl)benzamide

: 1561811-22-0
2-chloro-4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazine

: 1561811-00-4
N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

Guidance literature:: With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 150 ℃; for 3h; Microwave irradiation;
DOI:10.1016/j.bmc.2013.12.055

Reference yield:

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

: 1561811-00-4
N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

Guidance literature:: Multi-step reaction with 6 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / N,N-dimethyl-formamide; water / 16 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

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium ethanolate; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055

Reference yield:

: 1379337-32-2
1-(ethoxyformamido)-1H-pyrrole-2-carboxamide

: 1561811-00-4
N-(2-methyl-5-(4-morpholinylmethyl)phenyl)-4-(4-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium ethanolate / ethanol / 2 h / Reflux

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

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / N,N-dimethyl-formamide; water / 16 h / 80 °C / Inert atmosphere

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

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium ethanolate; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; 4: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.12.055