N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine

Base Information

• Chemical Name: N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine
• CAS No.: 1604819-38-6
• Molecular Formula: C₁₇H₁₀ClF₈N₃S
• Molecular Weight: 475.793

Synonyms:N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine

Chemical Property of N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine

Chemical Property:

Purity/Quality:

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Technology Process of N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine

There total 3 articles about N-[3-(chloromethyl)-5-(pentafluoro-λ⁶-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine 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-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-(pentafluoro-λ6-sulfanyl)phenyl]methanol (1604819-37-5) → N-[3-(chloromethyl)-5-(pentafluoro-λ6-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine (1604819-38-6)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 25 ℃; for 3h;

Reference yield:

2,4-difluorophenylboronic acid (144025-03-6) → N-[3-(chloromethyl)-5-(pentafluoro-λ6-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine (1604819-38-6)

Guidance literature:

Multi-step reaction with 3 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / water; 1,2-dimethoxyethane / 1.5 h / 90 °C / Inert atmosphere

2: trifluoroacetic acid / butan-1-ol / 17 h / 140 °C

3: thionyl chloride / dichloromethane / 3 h / 0 - 25 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; potassium carbonate; trifluoroacetic acid; In 1,2-dimethoxyethane; dichloromethane; water; butan-1-ol;

Reference yield:

2-chloro-4-(2,4-difluorophenyl)-5-fluoropyrimidine (1402545-53-2) → N-[3-(chloromethyl)-5-(pentafluoro-λ6-sulfanyl)phenyl]-4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-amine (1604819-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / butan-1-ol / 17 h / 140 °C

2: thionyl chloride / dichloromethane / 3 h / 0 - 25 °C

With thionyl chloride; trifluoroacetic acid; In dichloromethane; butan-1-ol;

upstream raw materials:

[3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-(pentafluoro-λ⁶-sulfanyl)phenyl]methanol

2,4-difluorophenylboronic acid

2-chloro-4-(2,4-difluorophenyl)-5-fluoropyrimidine

Downstream raw materials:

(rac)-{[3-{[4-(2,4-difluorophenyl)-5-fluoropyrimidin-2-yl]amino}-5-(pentafluoro-λ⁶-sulfanyl)benzyl](methyl)-λ⁴-sulfanylidene}cyanamide

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

4-(2,4-difluorophenyl)-5-fluoro-N-{3-[(methylsulfanyl)methyl]-5-(pentafluoro-λ⁶-sulfanyl)phenyl}pyrimidin-2-amine

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