1-((Trimethylsilyl)ethynyl)isoquinoline

Base Information

• Chemical Name: 1-((Trimethylsilyl)ethynyl)isoquinoline
• CAS No.: 86521-10-0
• Molecular Formula: C14H15NSi
• Molecular Weight: 225.365
• DSSTox Substance ID: DTXSID00517603
• Nikkaji Number: J2.925.374I
• Wikidata: Q82379715
• Mol file: 86521-10-0.mol

Synonyms:1-((Trimethylsilyl)ethynyl)isoquinoline;86521-10-0;2-isoquinolin-1-ylethynyl(trimethyl)silane;1-[(Trimethylsilyl)ethynyl]isoquinoline;SCHEMBL2431412;DTXSID00517603;AKOS016001914;A863145

Chemical Property of 1-((Trimethylsilyl)ethynyl)isoquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 3.46370
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 225.097376017
• Heavy Atom Count: 16
• Complexity: 304

Purity/Quality:

97% ^*data from raw suppliers

1-((Trimethylsilyl)ethynyl)isoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=NC=CC2=CC=CC=C21

Technology Process of 1-((Trimethylsilyl)ethynyl)isoquinoline

There total 3 articles about 1-((Trimethylsilyl)ethynyl)isoquinoline 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: 89.0%

1-chloroisoquinoline (19493-44-8) + trimethylsilylacetylene (1066-54-2) → 1-(trimethylsilylethynyl)isoquinoline (86521-10-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 70 ℃; for 48h;

DOI:10.1055/s-1983-30319

Reference yield: 85.0%

1-iodoisoquiniline (19658-77-6) + trimethylsilylacetylene (1066-54-2) → 1-(trimethylsilylethynyl)isoquinoline (86521-10-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 40 ℃; for 12h;

DOI:10.1055/s-1983-30319

Reference yield:

1-hydroxyisoquinoline (491-30-5,87602-67-3) → 1-(trimethylsilylethynyl)isoquinoline (86521-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; dichloromethane; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.poly.2019.114259

upstream raw materials:

1-chloroisoquinoline

trimethylsilylacetylene

1-iodoisoquiniline

1-hydroxyisoquinoline

Downstream raw materials:

1-ethynylisoquinoline