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2-AMINO-5-BROMO-6-METHYLPYRAZINE

2-AMINO-5-BROMO-6-METHYLPYRAZINE structure

2-AMINO-5-BROMO-6-METHYLPYRAZINE 

structure
  • CAS No:

    74290-69-0

  • Formula:

    C5H6BrN3

  • Chemical Name:

    2-AMINO-5-BROMO-6-METHYLPYRAZINE

  • Synonyms:

    5-bromo-6-methylpyrazin-2-amine;2-AMINO-5-BROMO-6-METHYLPYRAZINE;SCHEMBL882509;AMPZ0005;CTK5D9673;KS-00000OBE;DTXSID30618016;2-Pyrazinamine,5-bromo-6-methyl-;BCP23198;ANW-49305

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-AMINO-5-BROMO-6-METHYLPYRAZINE Basic Attributes

188.02524

186.974503

DTXSID30618016

2933990090

Characteristics

51.8

0.9

1.7±0.1 g/cm3

273.7°C at 760 mmHg

119.4±25.9 °C

1.627

2-AMINO-5-BROMO-6-METHYLPYRAZINE Use and Manufacturing

Compound 10: 5-Bromo-6-methyl-pyrazin-2-ylamine. Under inert condition, to a solution 6-amino-2-methylpyrazine (100 mg, 1.0 equiv.) in a mixture of DMSO (4.6 mL) and water (0.2 mL) cooled by an ice bath, NBS (179 mg, 1.1 equiv.) was added in 3 portions. The light yellow mixture was stirred for 15 minutes, and then for 5 hrs at room temperature. The reaction mixture was hydrolysed with NaHCO3 saturated solution (25 mL) and extracted with EtOAc (30 mL). The organic layer was washed with brine, dried over NaUnder inert condition, to a solution 6-amino-2-methylpyrazine (100 mg, 1.0 equiv.) in a mixture of DMSO (4.6 ml) and water (0.2 ml) cooled by an ice bath, NBS (179 mg, 1.1 equiv.) was added in 3 portions. The light yellow mixture was stirred for 15 minutes, and then for 5 hrs at room temperature. The reaction mixture was hydrolysed with NaHCO3 saturated solution (255 ml) and extracted with EtOAc (30 ml). The organic layer was washed with brine, dried over Na2SO4 and concentrated. Purification by flash-chromatography afforded compound 10 as alight yellow solid in 36percent yield. 1H-NMR (400 MHz, DMSO): 2.34 (bs, 3H, C-CH3); 6.52 (bs, 2H, NH2); 7.49 (s, 1H, Ar). M/Z(M[79Br]+H)+ = 188.2.

Computed Properties

Molecular Weight:188.03
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:186.97451
Monoisotopic Mass:186.97451
Topological Polar Surface Area:51.8
Heavy Atom Count:9
Complexity:98.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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