(rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Base Information

• Chemical Name: (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide
• CAS No.: 1427314-51-9
• Molecular Formula: C₂₀H₁₇F₂N₅O₂S
• Molecular Weight: 429.45

Synonyms:(rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Chemical Property of (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Chemical Property:

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Technology Process of (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

There total 4 articles about (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide 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:

[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)-λ4-sulfanylidene]cyanamide (1427315-51-2) → (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1427314-51-9)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; In dichloromethane; water; at 20 ℃;

Reference yield:

4-fluoro-2-methoxyphenylboronic acid (179899-07-1) → (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1427314-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 16 h / 90 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; butan-1-ol / 16 h / 140 °C

3: [bis(acetoxy)iodo]benzene / dichloromethane / 4 h / 0 °C

4: sodium periodate; ruthenium(III) trichloride hydrate / dichloromethane; water / 20 °C

With hydrogenchloride; sodium periodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; [bis(acetoxy)iodo]benzene; ruthenium(III) trichloride hydrate; potassium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; butan-1-ol;

Reference yield:

2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidine (1426215-30-6) → (rac)-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1427314-51-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane; butan-1-ol / 16 h / 140 °C

2: [bis(acetoxy)iodo]benzene / dichloromethane / 4 h / 0 °C

3: sodium periodate; ruthenium(III) trichloride hydrate / dichloromethane; water / 20 °C

With hydrogenchloride; sodium periodate; [bis(acetoxy)iodo]benzene; ruthenium(III) trichloride hydrate; In 1,4-dioxane; dichloromethane; water; butan-1-ol;

upstream raw materials:

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

4-fluoro-2-methoxyphenylboronic acid

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-[(methylsulfanyl)methyl]phenyl}pyrimidin-2-amine

[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)-λ⁴-sulfanylidene]cyanamide

Downstream raw materials:

[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

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