2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide

Base Information

• Chemical Name: 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide
• CAS No.: 1334298-77-9
• Molecular Formula: C₂₇H₂₈N₂O₃S
• Molecular Weight: 460.597
• Mol file: 1334298-77-9.mol

Synonyms:2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide

Chemical Property of 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide

There total 5 articles about 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide 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:

C20H21NO2 + toluene-4-sulfonamide (70-55-3) → 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide (1334298-77-9)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201103151

Reference yield:

methyl 2-(5-bromo-1H-indole-3-yl)acetate (117235-22-0) → 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide (1334298-77-9)

Guidance literature:

Multi-step reaction with 4 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 / 67 h / 100 °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

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

DOI:10.1002/anie.201103151

Reference yield:

methyl 2-(5-bromo-1-methyl-1H-indol-3-yl)acetate (1334298-69-9) → 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide (1334298-77-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; 1,1'-bis-(diphenylphosphino)ferrocene; palladium dichloride / 1,4-dioxane / 67 h / 100 °C / Inert atmosphere

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

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

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium dichloride; In 1,4-dioxane; 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-(5-mesityl-1-methyl-1H-indol-3-yl)acetate

toluene-4-sulfonamide

Downstream raw materials:

N-(2-(5-mesityl-1-methyl-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide

3a-fluoro-5-mesityl-8-methyl-1-tosyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole