4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide

Base Information

• Chemical Name: 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide
• CAS No.: 1334298-38-2
• Molecular Formula: C₂₄H₂₄N₂O₂S
• Molecular Weight: 404.533
• Mol file: 1334298-38-2.mol

Synonyms:4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide

Chemical Property of 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide

There total 6 articles about 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide 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: 66.0%

2-(1-methyl-5-phenyl-1H-indol-3-yl)-N-tosylacetamide (1334298-76-8) → 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide (1334298-38-2)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201103151

Reference yield:

methyl 2-(5-bromo-1H-indole-3-yl)acetate (117235-22-0) → 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide (1334298-38-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: potassium phosphate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium dichloride / 1,4-dioxane / 22 h / 90 °C / Inert atmosphere

3.1: sodium hydroxide / methanol / 3 h / Reflux; Inert atmosphere

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

5.1: borane-THF / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; borane-THF; sodium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/anie.201103151

Reference yield:

methyl 2-(1-methyl-5-phenyl-1H-indol-3-yl)acetate (1334298-70-2) → 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide (1334298-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / methanol / 3 h / Reflux; Inert atmosphere

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

3: borane-THF / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With borane-THF; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/anie.201103151

upstream raw materials:

methyl 2-(5-bromo-1H-indole-3-yl)acetate

methyl 2-(5-bromo-1-methyl-1H-indol-3-yl)acetate

methyl 2-(1-methyl-5-phenyl-1H-indol-3-yl)acetate

C₁₇H₁₅NO₂