3-Amino-6-[4-[[2-(dimethylamino)-1-methylethyl]sulfonyl]phenyl]-N-phenyl-2-pyrazinecarboxamide

Base Information

• Chemical Name: 3-Amino-6-[4-[[2-(dimethylamino)-1-methylethyl]sulfonyl]phenyl]-N-phenyl-2-pyrazinecarboxamide
• CAS No.: 1286238-55-8
• Molecular Formula: C₂₂H₂₅N₅O₃S
• Molecular Weight: 439.538
• Mol file: 1286238-55-8.mol

Synonyms:2-Pyridinecarbonitrile,3-amino-6-(3,4-dimethoxyphenyl);3-amino-6-(4-((1-(dimethylamino)propan-2-yl)sulfonyl)-phenyl)-N-phenylpyrazine-2-carboxamide;

Chemical Property of 3-Amino-6-[4-[[2-(dimethylamino)-1-methylethyl]sulfonyl]phenyl]-N-phenyl-2-pyrazinecarboxamide

Chemical Property:

• PSA: 130.15000
• LogP: 4.74790

Purity/Quality:

98%Min ^*data from raw suppliers

3-AMINO-6-[4-[[2-(DIMETHYLAMINO)-1-METHYLETHYL]SULFONYL]PHENYL]-N-PHENYL-2-PYRAZINECARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Amino-6-[4-[[2-(dimethylamino)-1-methylethyl]sulfonyl]phenyl]-N-phenyl-2-pyrazinecarboxamide

There total 6 articles about 3-Amino-6-[4-[[2-(dimethylamino)-1-methylethyl]sulfonyl]phenyl]-N-phenyl-2-pyrazinecarboxamide 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:

2-(4-bromophenyl)sulfonyl-N,N-dimethyl-ethanamine (1232424-38-2) → 3-amino-6-(4-((1-(dimethylamino)propan-2-yl)sulfonyl)-phenyl)-N-phenylpyrazine-2-carboxamide (1286238-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C

1.2: 0.67 h / -78 - 20 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; 3.1: Suzuki coupling;

DOI:10.1021/jm101488z

Reference yield:

2-(4-bromophenyl)sulfonyl-N,N-dimethyl-propan-1-amine (1232424-47-3) → 3-amino-6-(4-((1-(dimethylamino)propan-2-yl)sulfonyl)-phenyl)-N-phenylpyrazine-2-carboxamide (1286238-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium carbonate; In 1,4-dioxane; water; 2: Suzuki coupling;

DOI:10.1021/jm101488z

Reference yield:

Methyl 3-amino-2-pyrazinecarboxylate (16298-03-6) → 3-amino-6-(4-((1-(dimethylamino)propan-2-yl)sulfonyl)-phenyl)-N-phenylpyrazine-2-carboxamide (1286238-55-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / acetonitrile / 18 h / 20 °C

2.1: lithium hydroxide / methanol; water / 2 h / Reflux

3.1: dmap; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole / dimethyl sulfoxide / 0.5 h

3.2: 18 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere

With dmap; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; lithium hydroxide; In 1,4-dioxane; methanol; water; dimethyl sulfoxide; acetonitrile; 4.1: Suzuki coupling;

DOI:10.1021/jm101488z

upstream raw materials:

Methyl 3-amino-2-pyrazinecarboxylate

2-(4-bromophenyl)sulfonyl-N,N-dimethyl-ethanamine

2-(4-bromophenyl)sulfonyl-N,N-dimethyl-propan-1-amine

methyl 3-amino-6-bromopyrazine-2-carboxylate