3-Bromo-1H-pyrazolo[3,4-B]pyrazine

Base Information

• Chemical Name: 3-Bromo-1H-pyrazolo[3,4-B]pyrazine
• CAS No.: 81411-68-9
• Molecular Formula: C₅H₃BrN₄
• Molecular Weight: 199.01
• Hs Code.: 2933998090
• European Community (EC) Number: 959-368-4
• DSSTox Substance ID: DTXSID10512806
• Wikidata: Q82372211
• Mol file: 81411-68-9.mol

Synonyms:3-BROMO-1H-PYRAZOLO[3,4-B]PYRAZINE;81411-68-9;3-bromo-2H-pyrazolo[3,4-b]pyrazine;3-bromo-1H-pyrazolo[4,3-b]pyrazine;3-Bromo-4,7-diaza-1H-indazole;MFCD09834831;SCHEMBL14906033;DTXSID10512806;AKOS006326648;MB07798;AS-33169;SY098434;CS-0051496;FT-0649013;A864560;J-511800

Chemical Property of 3-Bromo-1H-pyrazolo[3,4-B]pyrazine

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Refractive Index: 1.767
• Boiling Point: 378.9 °C at 760 mmHg
• Flash Point: 183 °C
• PSA: 54.46000
• Density: 2.036 g/cm³
• LogP: 1.11540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 197.95411
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-1H-pyrazolo[3,4-b]pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=C(NN=C2N=C1)Br

Technology Process of 3-Bromo-1H-pyrazolo[3,4-B]pyrazine

There total 11 articles about 3-Bromo-1H-pyrazolo[3,4-B]pyrazine 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: 84.0%

3-diazopyrazolo<3,4-b>pyrazine (81411-67-8) → 3-bromo-1H-pyrazolo[3,4-b]pyrazine (81411-68-9)

Guidance literature:

With hydrogen bromide; for 0.5h; Heating;

DOI:10.1007/BF00809014

Reference yield:

2-aminopyrazine-3-carboxamide oxime (76952-35-7) → 3-bromo-1H-pyrazolo[3,4-b]pyrazine (81411-68-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / triethylamine / CHCl₃ / Ambient temperature

2: 72 percent / glacial acetic acid

3: 60 percent / sodium ethoxide / dimethylformamide

4: 10percent aqueous sodium hydroxide / 1 h / Heating

6: 84 percent / 48percent aqueous hydrobromic acid

With sodium hydroxide; hydrogen bromide; sodium ethanolate; acetic acid; triethylamine; In chloroform; N,N-dimethyl-formamide;

Reference yield:

2-amino-3-(5'-methyl-1',2',4'-oxadiazolyl-3')pyrazine (81411-65-6) → 3-bromo-1H-pyrazolo[3,4-b]pyrazine (81411-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / sodium ethoxide / dimethylformamide

2: 10percent aqueous sodium hydroxide / 1 h / Heating

4: 84 percent / 48percent aqueous hydrobromic acid

With sodium hydroxide; hydrogen bromide; sodium ethanolate; In N,N-dimethyl-formamide;

upstream raw materials:

3-diazopyrazolo<3,4-b>pyrazine

2-aminopyrazine-3-carboxamide oxime

2-amino-3-(5'-methyl-1',2',4'-oxadiazolyl-3')pyrazine

2-aminopyrazine-3-carboxamide O-acetyloxime

Refernces

• 1、 Kocevar, Marjan,Tisler, Miha,Stanovnik, Branko. "NEW SYNTHETIC APPROACH FOR PYRAZOLOPYRAZINES AND ISOXAZOLOPYRAZINES". . p. 339 - 342. Retrieved 2007/10/02.