(rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide

Base Information

• Chemical Name: (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide
• CAS No.: 1610359-07-3
• Molecular Formula: C₂₂H₁₈BrF₅N₄O₂S
• Molecular Weight: 577.373

Synonyms:(rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide

Chemical Property of (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide

Chemical Property:

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Technology Process of (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide

There total 9 articles about (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}-2,2,2-trifluoroacetamide 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-{6-methyl-4-[(methylsulfanyl)methyl]pyridin-2-yl}pyridin-2-amine (1602486-09-8) → (rac)-2,2,2-trifluoro-N-{[(2-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-6-methylpyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}acetamide (1610359-35-7,1647162-74-0,1647162-75-1) + (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}-2,2,2-trifluoroacetamide (1610359-07-3)

Guidance literature:

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

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-methyl-4-[(methylsulfanyl)methyl]pyridin-2-yl}pyridin-2-amine; In tetrahydrofuran; 1,4-dioxane; at 10 ℃; for 1h; Concentration;

Reference yield:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridine (1602486-03-2) → (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}-2,2,2-trifluoroacetamide (1610359-07-3)

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: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 23 h / 100 °C / Inert atmosphere

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

3.2: 1 h / 10 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; sodium t-butanolate; XPhos; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-amine (1602486-07-6) → (rac)-N-{[(3-bromo-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}-2-methylpyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}-2,2,2-trifluoroacetamide (1610359-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 23 h / 100 °C / Inert atmosphere

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

2.2: 1 h / 10 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridine

2,2,2-trifluoroacetamide

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

5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-amine

Downstream raw materials:

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

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