5-bromo-3-ethynylpyrazin-2-amine

Base Information

• Chemical Name: 5-bromo-3-ethynylpyrazin-2-amine
• CAS No.: 1209289-08-6
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933998090
• Mol file: 1209289-08-6.mol

Synonyms:5-bromo-3-ethynylpyrazin-2-amine

Chemical Property of 5-bromo-3-ethynylpyrazin-2-amine

Chemical Property:

• PSA: 51.80000
• LogP: 1.38380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-5-bromo-3-ethynylpyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-bromo-3-ethynylpyrazin-2-amine

There total 1 articles about 5-bromo-3-ethynylpyrazin-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: 92.7%

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine (875781-41-2) → 5-bromo-3-ethynyl-pyrazin-2-ylamine (1209289-08-6)

Guidance literature:

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine; With potassium tert-butylate; In ethanol; at 20 - 30 ℃; Large scale;

With acetic acid; In water; for 0.5h; Solvent; Large scale;

Reference yield:

5-bromo-3-ethynyl-pyrazin-2-ylamine (1209289-08-6) → 2-bromo-5H-pyrrolo[2,3-b]pyrazine (875781-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 16 h / 20 - 60 °C

2: water / 0.5 h

In water; N,N-dimethyl-formamide;

Reference yield:

5-bromo-3-ethynyl-pyrazin-2-ylamine (1209289-08-6) → 3-[5-amino-6-(2-methyl-2H-[1,2,3]triazol-4-yl)-pyrazin-2-yl]-N-(2-hydroxy-2-methyl-propyl)-4-methyl-benzenesulfonamide

Guidance literature:

Multi-step reaction with 3 steps

1: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate; trimethylsilylazide / water; tert-butyl alcohol / 4 h / 90 °C

2: potassium carbonate / tetrahydrofuran / 1 h / 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 2 h / 120 °C / Microwave irradiation

With copper(ll) sulfate pentahydrate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; trimethylsilylazide; sodium carbonate; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; tert-butyl alcohol; 3: |Suzuki Coupling;

upstream raw materials:

5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine

Downstream raw materials:

2-bromo-5H-pyrrolo[2,3-b]pyrazine

Refernces

• 1、 -. "Synthetic method of indole or azabenzopyrrole compound". Paragraph 0087; 0092-0094; 0098-0099; 0103-0105; 0109-0110. . Retrieved 2021/03/31.