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17890-77-6

17890-77-6 Structure

17890-77-6 Structure
IdentificationBack Directory
[Name]

3-Amino-6-bromopyrazine-2-carboxamide
[CAS]

17890-77-6
[Synonyms]

3-Amino-6-bromopyrazine-2-carboxamide
3-Amino-6-bromo-2-pyrazinecarboxamide
2-Pyrazinecarboxamide, 3-amino-6-bromo-
[Molecular Formula]

C5H5BrN4O
[MDL Number]

MFCD13689185
[MOL File]

17890-77-6.mol
[Molecular Weight]

217.02
Chemical PropertiesBack Directory
[Melting point ]

215-217 °C
[Boiling point ]

333.8±42.0 °C(Predicted)
[density ]

1.919
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

powder to crystal
[pka]

13.06±0.50(Predicted)
[color ]

White to Orange to Green
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[HS Code ]

2933.99.8290
Hazard InformationBack Directory
[Synthesis]

Pyrazinecarboxamide, 3-amino- (7CI,9CI)

32587-10-3

3-Amino-6-bromopyrazine-2-carboxamide

17890-77-6

General procedure for the synthesis of 3-amino-6-bromopyrazine-2-carboxamide from 3-aminopyrazine-2-carboxamide: 12 g of 3-aminopyrazine-2-carboxamide was dissolved in 150 mL of acetic acid and 19 g of bromoform was added slowly and dropwise. The reaction mixture was heated to reflux temperature and stirred continuously for 3 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure, followed by liquid-liquid extraction with the addition of water and ethyl acetate. The organic phases were combined and concentrated and the resulting residue was purified by silica gel column chromatography. The final isolation afforded 10 g of 3-amino-6-bromopyrazine-2-carboxamide.

[References]

[1] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 4, p. 865 - 872
[2] Patent: US2011/118269, 2011, A1. Location in patent: Page/Page column 13
[3] Patent: WO2014/209727, 2014, A1. Location in patent: Page/Page column 65
[4] Patent: WO2014/205593, 2014, A1. Location in patent: Page/Page column 68; 69
[5] Patent: CN106699759, 2017, A. Location in patent: Paragraph 0053; 0054; 0055
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32587-10-3 1209459-76-6 714218-67-4 17890-77-6