(rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ⁴-sulfanylidene]acetamide

Base Information

• Chemical Name: (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ⁴-sulfanylidene]acetamide
• CAS No.: 1610359-36-8
• Molecular Formula: C₂₂H₁₆F₈N₄O₂S
• Molecular Weight: 552.448

Synonyms:

Chemical Property of (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ⁴-sulfanylidene]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ⁴-sulfanylidene]acetamide

There total 7 articles about (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ⁴-sulfanylidene]acetamide 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:

2,2,2-trifluoroacetamide (354-38-1) + 5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{4-[(methylsulfanyl)methyl]-6-(trifluoromethyl)pyridin-2-yl}pyridin-2-amine (1602486-14-5) → (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ4-sulfanylidene]acetamide (1610359-36-8,1647162-76-2,1647162-77-3)

Guidance literature:

2,2,2-trifluoroacetamide; With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium t-butanolate; In 1,4-dioxane; at 10 ℃; Inert atmosphere;

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{4-[(methylsulfanyl)methyl]-6-(trifluoromethyl)pyridin-2-yl}pyridin-2-amine; In 1,4-dioxane; for 1h;

Reference yield:

2-chloro-4-[(methylsulfanyl)methyl]-6-(trifluoromethyl)pyridine (1602486-13-4) → (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ4-sulfanylidene]acetamide (1610359-36-8,1647162-76-2,1647162-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: XPhos; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; potassium phosphate / 1-methyl-pyrrolidin-2-one; toluene / 3 h / 130 °C / Inert atmosphere

2.1: sodium t-butanolate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / 1,4-dioxane / 10 °C / Inert atmosphere

2.2: 1 h

With potassium phosphate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; XPhos; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; toluene;

Reference yield:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridine (1602486-03-2) → (rac)-2,2,2-trifluoro-N-[{[2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-(trifluoromethyl)pyridin-4-yl]methyl}(methyl)-λ4-sulfanylidene]acetamide (1610359-36-8,1647162-76-2,1647162-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; XPhos / 1,4-dioxane / 6 h / 60 °C / Inert atmosphere

2.1: XPhos; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; potassium phosphate / 1-methyl-pyrrolidin-2-one; toluene / 3 h / 130 °C / Inert atmosphere

3.1: sodium t-butanolate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / 1,4-dioxane / 10 °C / Inert atmosphere

3.2: 1 h

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; lithium hexamethyldisilazane; sodium t-butanolate; XPhos; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; toluene;

upstream raw materials:

2-chloro-4-(chloromethyl)-6-(trifluoromethyl)pyridine

2-chloro-4-[(methylsulfanyl)methyl]-6-(trifluoromethyl)pyridine

2,2,2-trifluoroacetamide

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{4-[(methylsulfanyl)methyl]-6-(trifluoromethyl)pyridin-2-yl}pyridin-2-amine

Downstream raw materials:

(rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{4-[(S-methylsulfonimidoyl)methyl]-6-(trifluoromethyl)pyridin-2-yl}pyridin-2-amine

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