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Home > Encyclopedia > 3,5-Dibromo-2-chloropyrazine

3,5-Dibromo-2-chloropyrazine

3,5-Dibromo-2-chloropyrazine structure

3,5-Dibromo-2-chloropyrazine 

structure
  • CAS No:

    1082843-70-6

  • Formula:

    C4HBr2ClN2

  • Chemical Name:

    3,5-Dibromo-2-chloropyrazine

  • Synonyms:

    3,5-Dibromo-2-Chloropyrazine;C4HBr2ClN2;KSC505S6H;SCHEMBL279689;2-chloro-3,5-dibromo-pyrazine;3,5-dibromo-2-chloro-pyrazine;CTK4A5963;KS-00000OEX;DTXSID90693607;ANW-49922

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

3,5-Dibromo-2-chloropyrazine Basic Attributes

272.32514

269.819489

DTXSID90693607

2933990090

Characteristics

25.8

2.8

2.265

261℃

112℃

1.629

3,5-Dibromo-2-chloropyrazine Use and Manufacturing

Methods of Manufacturing

To a solution of3, 5-dibromopyrazin-2-amine (234g, 932 mmol) in DCM (700 mL) and titanium (IV) chloride(174 g, 926 mmol), tert-butyl nitrite (572 g, 5.55 mol) wasslowly added. The resulting mixture was stirred for 2 h atroom temperature and treated with water (500 mL). Theresulting mixture was extracted with DCM (3x500 mL). Thecombined organic layers were concentrated under reducedpressure. The resultant residue was purified by flash colunmchromatography on silica gel (EtOAc/petroleum ether (1:50v/v)) to obtain compound 90d as colorless oil (210 g, 83percentyield). Mass Spectrum (LCMS, ESI pos.): Calcd. forC4 HBr2ClN2 : 272.8 (M+H). found 272.6.Step 1: Synthesis of Compound (A') as Described in the General Reaction Scheme; 2-chloro-3, 5-dibromo-pyrazineTo a well stirred solution of 2-amino-3, 5-dibromopyrazine (3.21 g, 12.692 mmol) in DCM (20 1 mL) cooled to 0° C. is added TiCl

Uses

An intermediate used for the 1) preparation of a number of salts of fused pyrazine derivative for treatment of degenerative and inflammatory diseases, 2) preparation of a number of pyridine and pyrazine derivatives as protein kinase modulators for the treatment of CDK9-mediated diseases.

Computed Properties

Molecular Weight:272.32
XLogP3:2.8
Hydrogen Bond Acceptor Count:2
Exact Mass:271.81745
Monoisotopic Mass:269.81950
Topological Polar Surface Area:25.8
Heavy Atom Count:9
Complexity:103
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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