5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide

Base Information

• Chemical Name: 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide
• CAS No.: 1351066-91-5
• Molecular Formula: C₂₈H₃₄N₂OSi
• Molecular Weight: 442.676
• Mol file: 1351066-91-5.mol

Synonyms:5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide

Chemical Property of 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide

There total 4 articles about 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide 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: 92.0%

N-(3-methylbenzoyl)-8-aminoquinoline (443638-87-7) + 1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1) → 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide (1351066-91-5)

Guidance literature:

With Bis<2-(N,N-dimethylamino)aethyl>aether; sodium carbonate; nickel dichloride; In toluene; at 100 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.joc.5b00669

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide (1351066-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; silver nitrate

2: cesium acetate; palladium diacetate / toluene / 15 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; cesium acetate; palladium diacetate; silver nitrate; In toluene;

DOI:10.1021/ol203100u

Reference yield:

3-Methylbenzoyl chloride (1711-06-4) → 5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide (1351066-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: cesium acetate; palladium diacetate / toluene / 15 h / 110 °C / Inert atmosphere

With cesium acetate; palladium diacetate; triethylamine; In dichloromethane; toluene;

DOI:10.1021/ol203100u

upstream raw materials:

N-(3-methylbenzoyl)-8-aminoquinoline

1-bromo-2-(triisopropylsilyl)acetylene

tris-iso-propylsilyl acetylene

3-Methylbenzoyl chloride