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

Base Information

• Chemical Name: 2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}acetamide
• CAS No.: 1610462-80-0
• Molecular Formula: C₂₀H₁₇F₄N₅O₂S
• Molecular Weight: 467.447

Synonyms:2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)-λ⁴-sulfanylidene}acetamide

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about 2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}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: 63.0%

2,2,2-trifluoroacetamide (354-38-1) + 6-(4-fluoro-2-methoxyphenyl)-N-{4-[(methylsulfanyl)methyl]pyridin-2-yl}pyrimidin-4-amine (1603922-96-8) → 2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}acetamide (1610462-80-0)

Guidance literature:

2,2,2-trifluoroacetamide; With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium t-butanolate; In tetrahydrofuran; at 10 ℃; for 0.166667h; Inert atmosphere;

6-(4-fluoro-2-methoxyphenyl)-N-{4-[(methylsulfanyl)methyl]pyridin-2-yl}pyrimidin-4-amine; In tetrahydrofuran; 1,4-dioxane; at 10 ℃; for 1.25h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01000

Reference yield:

4-fluoro-2-methoxyphenylboronic acid (179899-07-1) → 2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}acetamide (1610462-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; water / 1,2-dimethoxyethane / 2.5 h / 90 °C / Inert atmosphere

2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 22 h / 20 - 100 °C / Inert atmosphere; Sealed tube

3.1: sodium t-butanolate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / tetrahydrofuran / 0.17 h / 10 °C / Inert atmosphere

3.2: 1.25 h / 10 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane;

Reference yield:

4-chloro-6-(4-fluoro-2-methoxy-phenyl)-pyrimidine (954221-72-8) → 2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}acetamide (1610462-80-0)

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 / 22 h / 20 - 100 °C / Inert atmosphere; Sealed tube

2.1: sodium t-butanolate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / tetrahydrofuran / 0.17 h / 10 °C / Inert atmosphere

2.2: 1.25 h / 10 °C / Inert atmosphere

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:

4-chloro-6-(4-fluoro-2-methoxy-phenyl)-pyrimidine

2,2,2-trifluoroacetamide

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

(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methanol

Downstream raw materials:

2,2,2-trifluoro-N-{[(2-{[6-(4-fluoro-2-methoxyphenyl)pyrimidin-4-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide

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

(R)-6-(4-fluoro-2-methoxyphenyl)-N-{4-[(S-methylsulfonimidoyl)methyl]pyridin-2-yl}pyrimidin-4-amine

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

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