3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

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Chemical Name:3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide
CAS No.:1421684-99-2
Molecular Formula:C₂₈H₂₆F₃N₇O
Molecular Weight:533.556
Hs Code.:

Synonyms:3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

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Chemical Property of 3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

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Technology Process of 3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

There total 5 articles about 3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-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: 55.0%

: 957147-18-1
3-ethynyl-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide

: 89167-24-8
6-bromo[1,2,4]triazolo[1,5-α]pyrazine

: 1421684-99-2
3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1021/jm301581y

Reference yield:

: 943320-50-1
3-iodo-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl) phenyl)benzamide

: 1421684-99-2
3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 20 - 60 °C / Inert atmosphere

2: potassium carbonate; methanol / 20 °C / Inert atmosphere

3: copper(l) iodide; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;
DOI:10.1021/jm301581y

Reference yield:

: 90347-66-3
methyl 3-iodo-4-methylbenzoate

: 1421684-99-2
3-([1,2,4]triazolo[1,5-a]pyrimidin-6-ylethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)-phenyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium tert-butylate / tetrahydrofuran / 3 h / -20 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 20 - 60 °C / Inert atmosphere

3: potassium carbonate; methanol / 20 °C / Inert atmosphere

4: copper(l) iodide; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; potassium tert-butylate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;
DOI:10.1021/jm301581y