N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

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Chemical Name:N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
CAS No.:1584219-95-3
Molecular Formula:C₂₆H₂₃F₂N₇O₅S
Molecular Weight:583.575
Hs Code.:

Synonyms:N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

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Chemical Property of N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

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Technology Process of N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

There total 4 articles about N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide 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%

: 1003011-35-5
1-((methylsulfonyl)methyl)-1H-pyrazol-3-amine

: 1584220-26-7
N-(4-((2-chloropyrimidin-4-yl)oxy)-3-fluorophenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

: 1584219-95-3
N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 85 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml500066m

Reference yield:

: 1003011-34-4
1-((methylsulfonyl)methyl)-3-nitro-1H-pyrazole

: 1584219-95-3
N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: iron; ammonium chloride / water; ethanol / 2 h / 70 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 2 h / 85 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; ammonium chloride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethanol; water; 2: |Buchwald-Hartwig Coupling;
DOI:10.1021/ml500066m

Reference yield:

: 598-10-7
cyclopropane-1,1-dicarboxylic acid

: 1584219-95-3
N-(3-fluoro-4-((2-((1-((methylsulfonyl)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 2 h / 85 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 5.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/ml500066m