5-Bromo-3-methoxypyrazin-2-amine

Base Information

• Chemical Name: 5-Bromo-3-methoxypyrazin-2-amine
• CAS No.: 5900-13-0
• Molecular Formula: C5H6BrN3O
• Molecular Weight: 204.026
• Hs Code.: 2933990090
• European Community (EC) Number: 621-019-6
• DSSTox Substance ID: DTXSID60462988
• Nikkaji Number: J1.520.552K
• Wikidata: Q72446379
• Mol file: 5900-13-0.mol

Synonyms:5900-13-0;5-Bromo-3-methoxypyrazin-2-amine;5-Bromo-3-methoxypyrazin-2-ylamine;2-AMINO-5-BROMO-3-METHOXYPYRAZINE;5-Bromo-3-methoxy-2-pyrazinamine;MFCD08275726;EN300-399138;Pyrazinamine, 5-bromo-3-methoxy-;5-bromo-3-methoxy-pyrazin-2-amine;2-amino-3-methoxy-5-bromopyrazine;5-bromo-3-methoxypyrazine-2-ylamine;SCHEMBL68083;DTXSID60462988;QDFJJHGAODFQMN-UHFFFAOYSA-N;BDBM626166;BCP23117;5-Bromo-3-methoxy-pyrazin-2-ylamine;5-bromanyl-3-methoxy-pyrazin-2-amine;AKOS015834943;AB44806;BCP9000177;CS-W015441;FS-2567;AC-23108;BL005729;SY018457;2-Amino-5-bromo-3-methoxypyrazine, 95%;A2562;A8315;AM20070370;FT-0658205;A832104;Q-103314

Chemical Property of 5-Bromo-3-methoxypyrazin-2-amine

Chemical Property:

• Vapor Pressure: 0.0113mmHg at 25°C
• Melting Point: 138 °C
• Refractive Index: 1.
• Boiling Point: 261.824 °C at 760 mmHg
• PKA: 1.93±0.10(Predicted)
• Flash Point: 112.148 °C
• PSA: 61.03000
• Density: 1.724 g/cm³
• LogP: 1.41110
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 202.96942
• Heavy Atom Count: 10
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-3-methoxy-2-pyrazinamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=CN=C1N)Br
• Uses: 5-Bromo-3-methoxy-2-pyrazinamine is an intermediate in the preparation of N-pyrazinylbenzenesulfonamides used in treatment of chemokine mediated diseases such as asthma.

Technology Process of 5-Bromo-3-methoxypyrazin-2-amine

There total 5 articles about 5-Bromo-3-methoxypyrazin-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: 95.0%

sodium methylate (124-41-4) + 2-amino-3,5-dibromopyrazine (24241-18-7) → 5-bromo-3-methoxypyrazin-2-amine (5900-13-0)

Guidance literature:

In methanol; regioselective reaction; Reflux;

DOI:10.1021/acsmedchemlett.7b00315

Reference yield: 83.0%

methanol (67-56-1) + 2-amino-3,5-dibromopyrazine (24241-18-7) → 5-bromo-3-methoxypyrazin-2-amine (5900-13-0)

Guidance literature:

With sodium methylate; for 16h; Reflux;

DOI:10.1039/c6ob02358d

Reference yield: 54.0%

2-amino-3-methoxypyrazine (4774-10-1) → 5-bromo-3-methoxypyrazin-2-amine (5900-13-0)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 2h;

upstream raw materials:

sodium methylate

5-bromo-3-methylsulfonylpyrazin-2-amine

2-amino-3,5-dibromopyrazine

2-amino-3-methoxypyrazine

Downstream raw materials:

ethyl 6-bromo-8-methoxy-2-phenylimidazo<1,2-a>pyrazine-3-carboxylate

5-(N-benzyloxycarbonyl-N-methylamino)-N-(5-bromo-3-methoxy-2-pyrazinyl)-1-naphthalenesulphonamide

2-amino-3-methoxy-5-phenylpyrazine

2,5-dibromo-3-methoxypyrazine

Refernces

• 1、 -. "INDOLE COMPOUNDS AS ANDROGEN RECEPTOR MODULATORS". Page/Page column 40; 127. . Retrieved 2022/02/05.
• 2、 -. "PYRIDINYL AND PYRAZINYL-(AZA)INDOLSULFONAMIDES". Page/Page column 59; 70-71. . Retrieved 2020/01/11.