5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide

Base Information

• Chemical Name: 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide
• CAS No.: 1350428-77-1
• Molecular Formula: C₃₁H₂₈N₄O₃S
• Molecular Weight: 536.654
• Mol file: 1350428-77-1.mol

Synonyms:5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide

Chemical Property of 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide

There total 5 articles about 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide 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: 47.0%

4-methyl-2-(5-(4-iodophenyl)-1H-pyrazol-3-yl)phenol (1350428-73-7) + 5-(dimethylamino)-N-(prop-2-yn-1-yl)naphthalene-1-sulfonamide (175728-78-6) → 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide (1350428-77-1)

Guidance literature:

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In tetrahydrofuran; at 45 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jm201335c

Reference yield:

2'-(4-Iodobenzoyloxy)-5'-methylacetophenone (1350428-72-6) → 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide (1350428-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 50 °C

2: hydrazine hydrate; acetic acid / tetrahydrofuran / 16 h / 65 °C

3: copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / tetrahydrofuran / 15 h / 45 °C / Inert atmosphere

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; hydrazine hydrate; potassium tert-butylate; acetic acid; triethylamine; In tetrahydrofuran; 1: Baker-Venkataraman transformation;

DOI:10.1021/jm201335c

Reference yield:

5-methyl-2-hydroxyacetophenone (1450-72-2) → 5-dimethylamino-N-(3-(4-(3-(2-hydroxy-5-methylphenyl)-1H-pyrazol-5-yl)phenyl)-2-propynyl)-1-naphthalenesulfonamide (1350428-77-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 1 h / 0 °C

2: potassium tert-butylate / tetrahydrofuran / 0.5 h / 50 °C

3: hydrazine hydrate; acetic acid / tetrahydrofuran / 16 h / 65 °C

4: copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / tetrahydrofuran / 15 h / 45 °C / Inert atmosphere

With pyridine; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; hydrazine hydrate; potassium tert-butylate; acetic acid; triethylamine; In tetrahydrofuran; 2: Baker-Venkataraman transformation;

DOI:10.1021/jm201335c

upstream raw materials:

2'-(4-Iodobenzoyloxy)-5'-methylacetophenone

4-methyl-2-(5-(4-iodophenyl)-1H-pyrazol-3-yl)phenol

5-(dimethylamino)-N-(prop-2-yn-1-yl)naphthalene-1-sulfonamide

5-methyl-2-hydroxyacetophenone