3-fluoro-4-[(trimethylsilyl)ethynyl]aniline

Base Information

• Chemical Name: 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline
• CAS No.: 2146146-58-7
• Molecular Formula: C₁₁H₁₄FNSi
• Molecular Weight: 207.323
• Mol file: 2146146-58-7.mol

Synonyms:

Chemical Property of 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

3-Fluoro-4-[(trimethylsilyl)ethynyl]aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline

There total 2 articles about 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline 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: 97.0%

3-fluoro-4-iodoaniline (656-66-6) + trimethylsilylacetylene (1066-54-2) → 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline (2146146-58-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In triethylamine; at 20 ℃; for 46h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0036-1591504

Reference yield:

meta-fluoroaniline (372-19-0) → 3-fluoro-4-[(trimethylsilyl)ethynyl]aniline (2146146-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; sodium hydrogencarbonate / water / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / triethylamine / 46 h / 20 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; sodium hydrogencarbonate; In water; triethylamine; 2: |Sonogashira Cross-Coupling;

DOI:10.1055/s-0036-1591504

upstream raw materials:

3-fluoro-4-iodoaniline

trimethylsilylacetylene

meta-fluoroaniline

Refernces

• 1、 Kurasaki, Haruaki,Tsuda, Kosuke,Shinoyama, Mariko,Takaya, Noriko,Yamaguchi, Yuko,Kishii, Ryuta,Iwase, Kazuhiko,Ando, Naoki,Nomura, Masahiro,Kohno, Yasushi. "LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents". supporting information. p. 623 - 628. Retrieved 2016/07/06.