N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

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Chemical Name:N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide
CAS No.:1620147-18-3
Molecular Formula:C₃₂H₂₉F₃N₆O₃
Molecular Weight:602.616
Hs Code.:

Synonyms:N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

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Chemical Property of N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

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Technology Process of N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

There total 8 articles about N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-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: 39.0%

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

: 1620147-13-8
2-chloro-4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidine

: 1620147-18-3
N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 150 ℃; for 4h; Microwave irradiation;
DOI:10.1016/j.bmcl.2014.05.066

Reference yield:

: 90213-66-4
2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

: 1620147-18-3
N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 2 steps

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

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

With bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2014.05.066

Reference yield:

: 62-23-7
4-nitro-benzoic acid

: 1620147-18-3
N-(2-methyl-5-(morpholinylmethyl)phenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / 3 h / Reflux

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 26 h / 20 °C

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

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

5: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

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

With thionyl chloride; palladium 10% on activated carbon; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.05.066