(rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Base Information

• Chemical Name: (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide
• CAS No.: 1610545-75-9
• Molecular Formula: C₁₉H₁₃F₄N₅OS
• Molecular Weight: 435.405

Synonyms:(rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Chemical Property of (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

Chemical Property:

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Technology Process of (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ⁶-sulfanylidene]cyanamide

There total 6 articles about (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(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:

(rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)-λ4-sulfanylidene]cyanamide (1610546-13-8) → (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1610545-75-9)

Guidance literature:

With potassium permanganate; In acetone; at 50 ℃; for 1h;

Reference yield:

4-(2,4-difluorophenyl)-5-fluoro-N-{3-fluoro-5-[(methylsulfanyl)methyl]phenyl}pyrimidin-2-amine (1610546-12-7) → (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1610545-75-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: potassium permanganate / acetone / 1 h / 50 °C

With potassium permanganate; [bis(acetoxy)iodo]benzene; In dichloromethane; acetone;

Reference yield:

2-chloro-4-(2,4-difluorophenyl)-5-fluoropyrimidine (1402545-53-2) → (rac)-[(3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-fluorobenzyl)(methyl)oxido-λ6-sulfanylidene]cyanamide (1610545-75-9)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: potassium permanganate / acetone / 1 h / 50 °C

With potassium phosphate; potassium permanganate; [bis(acetoxy)iodo]benzene; chloro(2-dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-tert-butyl ether adduct; XPhos; In 1-methyl-pyrrolidin-2-one; dichloromethane; acetone; toluene;

upstream raw materials:

1-fluoro-3-[(methylsulfanyl)methyl]-5-nitrobenzene

3-fluoro-5-[(methylsulfanyl)methyl]aniline

2,4-difluorophenylboronic acid

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

Downstream raw materials:

(rac)-4-(2,4-difluorophenyl)-5-fluoro-N-{3-fluoro-5-[(S-methylsulfonimidoyl)methyl]phenyl}pyrimidin-2-amine

4-(2,4-difluorophenyl)-5-fluoro-N-{3-fluoro-5-[(S-methylsulfonimidoyl)methyl]phenyl}pyrimidin-2-amine

4-(2,4-difluorophenyl)-5-fluoro-N-{3-fluoro-5-[(S-methylsulfonimidoyl)methyl]phenyl}pyrimidin-2-amine

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