2-Amino-3,5-dibromopyrazine

Base Information

• Chemical Name: 2-Amino-3,5-dibromopyrazine
• CAS No.: 24241-18-7
• Molecular Formula: C4H3Br2N3
• Molecular Weight: 252.896
• Hs Code.: 29339900
• Mol file: 24241-18-7.mol

Synonyms:3,5-dibromopyrazin-2-amine;3,5-Dibromo-pyrazin-2-ylamine;2-Amino-3,5-dibromopyrazine, 98%;

Chemical Property of 2-Amino-3,5-dibromopyrazine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Vapor Pressure: 0.00161mmHg at 25°C
• Melting Point: 114-117 °C(lit.)
• Refractive Index: 1.685
• Boiling Point: 294.6 °C at 760 mmHg
• PKA: 0.81±0.10(Predicted)
• Flash Point: 131.9 °C
• PSA: 51.80000
• Density: 2.287 g/cm³
• LogP: 2.16500
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3,5-dibromopyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Amino-3,5-dibromopyrazine is used in the preparation of conjugated polymers for neurotoxin detection. 2-Amino-3,5-dibromopyrazine is an intermediate in the preparation of rho kinase (ROCK) inhibitor s. 2-Amino-3,5-dibromopyrazine may be used in the synthesis of:2-amino-5-bromopyrazin-3-thiol2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine3,7-dihydroimidazo[1,2a]pyrazine-3-ones

Technology Process of 2-Amino-3,5-dibromopyrazine

There total 3 articles about 2-Amino-3,5-dibromopyrazine 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-Aminopyrazine (5049-61-6) → 5-amino-2-bromopyrazine (59489-71-3) + 2-amino-3,5-dibromopyrazine (24241-18-7)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 100 ℃; for 0.0833333h; Solvent; Temperature; Microwave irradiation;

DOI:10.1055/s-0039-1690183

Reference yield: 35.0%

2-Aminopyrazine (5049-61-6) → 5-amino-2-bromopyrazine (59489-71-3) + 3-bromo-pyrazine-2-amine (21943-12-4) + 2-amino-3,5-dibromopyrazine (24241-18-7)

Guidance literature:

With pyridine; bromine; In chloroform; for 3h; Ambient temperature; 1.1 equivalent bromine and pyridine;

DOI:10.1002/jhet.5570190347

Reference yield:

5-iodopyrazine-2-amine (886860-50-0) → 3-bromo-5-iodopyrazin-2-amine (1449112-32-6) + 2-amino-3,5-dibromopyrazine (24241-18-7)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Overall yield = 75 %; Overall yield = 2 g;

DOI:10.3987/COM-12-S(N)85

upstream raw materials:

2-Aminopyrazine

5-iodopyrazine-2-amine

Downstream raw materials:

2-amino-5-bromopyrazine-3(4H)-thione

bromo-2 methyl-6 5H-pyrrolo<2,3-b>pyrazinecarboxylate-7 d'ethyle

ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate

6-bromo-2-ethoxycarbonylaminothiazolo/4,5-b/pyrazine

Refernces

Synthesis of [1,2,4]triazolo[1,5-a]pyrazines as adenosine A_2A receptor antagonists

10.1016/j.bmcl.2005.07.052

The research focuses on the synthesis of [1,2,4]triazolo[1,5-a]pyrazines as potential adenosine A2A receptor antagonists, which are of interest due to their therapeutic potential in treating Parkinson's disease. The purpose of the study was to develop selective A2A antagonists that could improve target affinity, selectivity, and in vivo activity, potentially offering a means to control immunological, cardiovascular, renal, or neurological responses for therapeutic benefit. The researchers synthesized a series of these antagonists using a novel route, starting from 2-amino-3,5-dibromopyrazine (7) and employing oxidative cyclization with reagents such as AlCl3 and Pb(OAc)4 to form the [1,2,4]triazolo[1,5-a]pyrazine nucleus.