N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide

Base Information

• Chemical Name: N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide
• CAS No.: 1402041-75-1
• Molecular Formula: C₃₁H₂₂ClN₃O₃S
• Molecular Weight: 552.053
• Mol file: 1402041-75-1.mol

Synonyms:N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide

Chemical Property of N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide

There total 10 articles about N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide 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: 70.0%

4-Chlorobenzenesulfonamide (98-64-6) + {1-Phenyl-3-[4-(phenylethynyl)phenyl]-1H-pyrazol-4-yl}acetic acid (1402041-72-8) → N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide (1402041-75-1)

Guidance literature:

4-Chlorobenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h;

{1-Phenyl-3-[4-(phenylethynyl)phenyl]-1H-pyrazol-4-yl}acetic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

DOI:10.1021/jm3010543

Reference yield:

ethyl [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetate (1402041-80-8) → N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide (1402041-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / Inert atmosphere

2.1: sodium hydroxide / ethanol; dimethyl sulfoxide / 5 h / 20 °C

2.2: pH 1

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 20 °C

3.2: 0.5 h / Inert atmosphere

With n-butyllithium; palladium diacetate; caesium carbonate; sodium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dimethyl sulfoxide; 1.1: |Sonogashira Cross-Coupling;

DOI:10.1021/jm3010543

Reference yield:

ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate (1402041-81-9) → N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide (1402041-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; dimethyl sulfoxide / 5 h / 20 °C

1.2: pH 1

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 20 °C

2.2: 0.5 h / Inert atmosphere

With n-butyllithium; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide;

DOI:10.1021/jm3010543

upstream raw materials:

ethyl [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetate

ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

4-Chlorobenzenesulfonamide

{1-Phenyl-3-[4-(phenylethynyl)phenyl]-1H-pyrazol-4-yl}acetic acid