(R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one

Base Information

• Chemical Name: (R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one
• CAS No.: 1354344-69-6
• Molecular Formula: C₂₇H₂₅Cl₂N₇O₃S
• Molecular Weight: 606.449

Synonyms:(R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one

Chemical Property of (R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one

Chemical Property:

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Technology Process of (R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one

There total 2 articles about (R)-5-(1-[⁽²⁾H₈]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one 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: 80.0%

(R)-3-(4-bromobenzyl)-1-(3,5-dichlorophenyl)-3-methyl-5-(piperazine-1-sulfonyl)-1H-imidazo[1,2-a]imidazol-2-one (1354344-46-9) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (321724-19-0) → (R)-5-(1-[(2)H8]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one (1354344-69-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In ethanol; water; toluene; at 85 ℃; for 4h;

DOI:10.1002/jlcr.1920

Reference yield:

(R)-5-(4-bromo-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-sulfonyl chloride (321657-07-2) → (R)-5-(1-[(2)H8]-piperazinylsulfonyl)-1-(3,5-dichlorophenyl)-3-[4-(5-pyrimidinyl)benzyl]-3-methyl-1H-imidazo[1,2-a]imidazol-2-one (1354344-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethanol / 20 °C / Inert atmosphere; Cooling

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / ethanol; water; toluene / 4 h / 85 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; triethylamine; In ethanol; water; toluene; 2: Suzuki coupling;

DOI:10.1002/jlcr.1920

upstream raw materials:

(R)-3-(4-bromobenzyl)-1-(3,5-dichlorophenyl)-3-methyl-5-(piperazine-1-sulfonyl)-1H-imidazo[1,2-a]imidazol-2-one

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

(R)-5-(4-bromo-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-sulfonyl chloride

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