N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride

Base Information

• Chemical Name: N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride
• CAS No.: 953392-24-0
• Molecular Formula: C₂₃H₂₆FN₃O₅S*ClH
• Molecular Weight: 512.002

Synonyms:N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride

Chemical Property of N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride

Chemical Property:

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Technology Process of N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride

There total 5 articles about N₁-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N₂,2-dimethylalaninamide hydrochloride 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:

N-[5-amino-2-(methyloxy)phenyl]-3-fluoro-4-(5-methyl-2-furanyl)benzenesulfonamide (953391-63-4) + N-tert-butoxycarbonyl-N-methyl-α-aminoisobutyric acid (146000-39-7) → N1-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N2,2-dimethylalaninamide hydrochloride (953392-24-0)

Guidance literature:

N-[5-amino-2-(methyloxy)phenyl]-3-fluoro-4-(5-methyl-2-furanyl)benzenesulfonamide; N-tert-butoxycarbonyl-N-methyl-α-aminoisobutyric acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

With hydrogenchloride; In methanol; diethyl ether; at 20 ℃; for 0.25h;

Reference yield:

4-bromo-3-fluoro-N-[2-(methyloxy)-5-nitrophenyl]benzenesulfonamide (953391-61-2) → N1-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N2,2-dimethylalaninamide hydrochloride (953392-24-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 6 h / Heating / reflux

2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 18 - 24 h

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3.2: 0.25 h / 20 °C

With hydrogen; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

4-bromo-3-fluorobenzene-1-sulfonyl chloride (351003-51-5) → N1-[3-({[3-fluoro-4-(5-methyl-2-furanyl)phenyl]sulfonyl}amino)-4-(methyloxy)phenyl]-N2,2-dimethylalaninamide hydrochloride (953392-24-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 0.5 - 2 h / 0 - 20 °C

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 6 h / Heating / reflux

3.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 18 - 24 h

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4.2: 0.25 h / 20 °C

With pyridine; hydrogen; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water;

upstream raw materials:

N-[5-amino-2-(methyloxy)phenyl]-3-fluoro-4-(5-methyl-2-furanyl)benzenesulfonamide

N-tert-butoxycarbonyl-N-methyl-α-aminoisobutyric acid

4-bromo-3-fluorobenzene-1-sulfonyl chloride

4-bromo-3-fluoro-N-[2-(methyloxy)-5-nitrophenyl]benzenesulfonamide

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