5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

Base Information

• Chemical Name: 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine
• CAS No.: 875781-41-2
• Molecular Formula: C9H12BrN3Si
• Molecular Weight: 270.204
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80693833
• Wikidata: Q82622809
• Mol file: 875781-41-2.mol

Synonyms:875781-41-2;5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine;5-Bromo-3-[(trimethylsilyl)ethynyl]pyrazin-2-amine;5-Bromo-3-(2-(trimethylsilyl)ethynyl)pyrazin-2-amine;5-bromo-3-(2-trimethylsilylethynyl)pyrazin-2-amine;MFCD16660032;5-BROMO-3-TRIMETHYLSILANYLETHYNYLPYRAZIN-2-YLAMINE;C9H12BrN3Si;SCHEMBL422711;AMY3323;DTXSID80693833;LQJGZEFWBXJKJI-UHFFFAOYSA-N;CS-M3193;AKOS015892473;DS-14236;SY011001;FT-0716538;A850456;5-Bromo-3-trimethylsilanylethynyl-pyrazin-2-ylamine;J-516999;5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine;5-bromo-3-(2-(trimethylsilyl)ethynyl)pyrazin-2-amine

Chemical Property of 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

Chemical Property:

• PSA: 51.80000
• LogP: 2.63140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 268.99839
• Heavy Atom Count: 14
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine 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=NC(=CN=C1N)Br

Technology Process of 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine

There total 1 articles about 5-Bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine 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: 94.8%

2-amino-3,5-dibromopyrazine (24241-18-7) + trimethylsilylacetylene (1066-54-2) → 5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (875781-41-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at -5 - 0 ℃; for 1.5h; Inert atmosphere;

Reference yield: 86.9%

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (875781-41-2) + p-toluenesulfonyl chloride (98-59-9) → 2-bromo-5-(p-toluenesulfonyl)-5H-pyrrolo[2,3-b]pyrazine (1201186-54-0)

Guidance literature:

2-bromo-5-p-toluenesulfonyl-5H-pyrrolo[2,3-b]pyrazine; With sodium t-butanolate; In N,N-dimethyl acetamide; at 50 - 60 ℃; for 1h;

p-toluenesulfonyl chloride; In N,N-dimethyl acetamide; at 20 ℃; for 1h; Temperature;

Reference yield: 76.0%

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (875781-41-2) → 2-bromo-5H-pyrrolo[2,3-b]pyrazine (875781-43-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere; Reflux;

upstream raw materials:

2-amino-3,5-dibromopyrazine

trimethylsilylacetylene

Downstream raw materials:

2-bromo-5-(p-toluenesulfonyl)-5H-pyrrolo[2,3-b]pyrazine

tert-butyl N-(5-bromo-3-ethynyl-pyrazin-2-yl)-N-tert-butoxycarbonyl-carbamate

di-tert-butyl (5-bromo-3-(3-(4-(chloromethyl)phenyl)isoxazol-5-yl)pyrazin-2-yl)carbamate

di-tert-butyl (5-bromo-3-(3-(4-(bromomethyl)phenyl)isoxazol-5-yl)pyrazin-2-yl)carbamate