4-Fluoro-3-((trimethylsilyl)ethynyl)aniline

Base Information

• Chemical Name: 4-Fluoro-3-((trimethylsilyl)ethynyl)aniline
• CAS No.: 77123-63-8
• Molecular Formula: C₁₁H₁₄FNSi
• Molecular Weight: 207.323
• DSSTox Substance ID: DTXSID801232672
• Mol file: 77123-63-8.mol

Synonyms:4-fluoro-3-((trimethylsilyl)ethynyl)aniline;77123-63-8;4-fluoro-3-[(trimethylsilyl)ethynyl]aniline;4-fluoro-3-[2-(trimethylsilyl)ethynyl]Benzenamine;SCHEMBL642348;UACQHSQWXWUFLT-UHFFFAOYSA-N;DTXSID801232672;3-(2'-trimethylsilylethynyl)-4-fluoroaniline;4-fluoro-3-trimethylsilanylethynyl-phenylamine

Chemical Property of 4-Fluoro-3-((trimethylsilyl)ethynyl)aniline

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.08795415
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

4-Fluoro-3-((trimethylsilyl)ethynyl)aniline 97% ^*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=C(C=CC(=C1)N)F

Technology Process of 4-Fluoro-3-((trimethylsilyl)ethynyl)aniline

There total 5 articles about 4-Fluoro-3-((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: 88.0%

2-fluoro-5-nitro-1-<(trimethylsilyl)ethynyl>benzene (77123-61-6) → 4-fluoro-3-<(trimethylsilyl)ethynyl>aniline (77123-63-8)

Guidance literature:

With hydrogenchloride; iron; In methanol; water; for 3h; pH=4 - 5; Heating / reflux;

Reference yield:

3-bromo-4-fluoroaniline (656-64-4) + trimethylsilylacetylene (1066-54-2) → 4-fluoro-3-<(trimethylsilyl)ethynyl>aniline (77123-63-8)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; at 90 - 100 ℃; for 22h;

DOI:10.1021/jo00324a015

Reference yield:

2-bromo-1-fluoro-4-nitrobenzene (701-45-1) → 4-fluoro-3-<(trimethylsilyl)ethynyl>aniline (77123-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63.8 percent / iron filings / methanol / 16 h / Heating

2: tris(2-tolyl)phosphine, palladium(II) acetate, triethylamine / 22 h / 90 - 100 °C

With palladium diacetate; iron; triethylamine; tris-(o-tolyl)phosphine; In methanol;

DOI:10.1021/jo00324a015

upstream raw materials:

2-fluoro-5-nitro-1-<(trimethylsilyl)ethynyl>benzene

3-bromo-4-fluoroaniline

trimethylsilylacetylene

o-fluorobromobenzene

Downstream raw materials:

3-ethynyl-4-fluoroaniline

4-((3-ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

4-((3-ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate

N-(3-ethynyl-4-fluorophenyl)-6,7-bis(2-(methoxy-d3)-2,2-d2-ethoxy)quinazolin-4-amine