N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

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Chemical Name:N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide
CAS No.:1620147-45-6
Molecular Formula:C₃₃H₃₁F₃N₆O₂S
Molecular Weight:632.709
Hs Code.:

Synonyms:N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

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Chemical Property of N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

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Technology Process of N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

There total 8 articles about N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-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: 48.0%

: 109-01-3
1-methyl-piperazine

: 1620147-42-3
N-(5-(chloromethyl)-2-methylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

: 1620147-45-6
N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 2.5h;
DOI:10.1016/j.bmcl.2014.05.066

Reference yield:

: 1620147-30-9
2-chloro-4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidine

: 1620147-45-6
N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 5 steps

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

2: sodium hydroxide; water / methanol / Reflux

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

4: thionyl chloride / dichloromethane / 2.5 h / 20 °C

5: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 85 °C

With thionyl chloride; water; palladium diacetate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 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; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.05.066

Reference yield:

: 1620147-33-2
methyl 4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzoate

: 1620147-45-6
N-(2-methyl-5-((4-methylpiperazin-1-yl)methyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide; water / methanol / Reflux

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

3: thionyl chloride / dichloromethane / 2.5 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 85 °C

With thionyl chloride; water; potassium carbonate; 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; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.05.066