(rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide

Base Information

• Chemical Name: (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide
• CAS No.: 1610358-87-6
• Molecular Formula: C₂₁H₁₆F₆N₄O₃S
• Molecular Weight: 518.439

Synonyms:(rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide

Chemical Property of (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide

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Technology Process of (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-sulfanylidene}acetamide

There total 10 articles about (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ⁶-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:

(rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)-λ4-sulfanylidene}acetamide (1610359-24-4) → (rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-fluoro-4-[(S-methylsulfonimidoyl)methyl]pyridin-2-yl}pyridin-2-amine (1610358-85-4,1610358-88-7,1610358-89-8) + (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}acetamide (1610358-87-6)

Guidance literature:

With Oxone; water; potassium hydroxide; In methanol; for 2h; pH=6.8 - 8.2;

Reference yield:

2,6-difluoropyridine-4-carboxylic acid → (rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-fluoro-4-[(S-methylsulfonimidoyl)methyl]pyridin-2-yl}pyridin-2-amine (1610358-85-4,1610358-88-7,1610358-89-8) + (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}acetamide (1610358-87-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: borane-THF / tetrahydrofuran / 0 - 20 °C

2.1: ammonium hydroxide / water / 6 h / 110 °C / Sealed tube; Microwave irradiation

3.1: thionyl chloride / dichloromethane; 1-methyl-pyrrolidin-2-one / 0 - 20 °C

4.1: ethanol / 0 - 20 °C

5.1: 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

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

6.2: 0.5 h

7.1: potassium hydroxide; Oxone; water / methanol / 2 h / pH 6.8 - 8.2

With Oxone; ammonium hydroxide; potassium phosphate; thionyl chloride; borane-THF; 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; water; potassium hydroxide; sodium t-butanolate; XPhos; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water; toluene;

Reference yield:

2,6-difluoro-4-hydroxymethylpyridine (1006299-98-4) → (rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{6-fluoro-4-[(S-methylsulfonimidoyl)methyl]pyridin-2-yl}pyridin-2-amine (1610358-85-4,1610358-88-7,1610358-89-8) + (rac)-2,2,2-trifluoro-N-{[(2-fluoro-6-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl]amino}pyridin-4-yl)methyl](methyl)oxido-λ6-sulfanylidene}acetamide (1610358-87-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ammonium hydroxide / water / 6 h / 110 °C / Sealed tube; Microwave irradiation

2.1: thionyl chloride / dichloromethane; 1-methyl-pyrrolidin-2-one / 0 - 20 °C

3.1: ethanol / 0 - 20 °C

4.1: 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

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

5.2: 0.5 h

6.1: potassium hydroxide; Oxone; water / methanol / 2 h / pH 6.8 - 8.2

With Oxone; ammonium hydroxide; potassium phosphate; thionyl chloride; 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; water; potassium hydroxide; sodium t-butanolate; XPhos; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water; toluene;

upstream raw materials:

2,6-difluoro-4-hydroxymethylpyridine

(2-amino-6-fluoropyridin-4-yl)methanol

4-(chloromethyl)-6-fluoropyridin-2-amine

6-fluoro-4-[(methylsulfanyl)methyl]pyridin-2-amine

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