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76537-18-3

76537-18-3 Structure

76537-18-3 Structure
IdentificationBack Directory
[Name]

2-AMINO-3-BROMO-5-CHLOROPYRAZINE
[CAS]

76537-18-3
[Synonyms]

Amino-3-bromo-5-chloropyrazine
3-broMo-5-chloropyrazin-2-aMine
3-Bromo-5-chloro-2-aminopyrazine
2-AMINO-3-BROMO-5-CHLOROPYRAZINE
3-Bromo-5-chloropyrazin-2-ylamine
2-Pyrazinamine, 3-bromo-5-chloro-
2-AMINO-3-BROMO-5-CHLOROPYRAZINE ISO 9001:2015 REACH
[Molecular Formula]

C4H3BrClN3
[MDL Number]

MFCD09909643
[MOL File]

76537-18-3.mol
[Molecular Weight]

208.44
Chemical PropertiesBack Directory
[Boiling point ]

298.4±35.0 °C(Predicted)
[density ]

1.96
[refractive index ]

1.66
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[pka]

0.89±0.10(Predicted)
[Appearance]

Light yellow to brown Solid
[InChI]

InChI=1S/C4H3BrClN3/c5-3-4(7)8-1-2(6)9-3/h1H,(H2,7,8)
[InChIKey]

ACFBUXHJONGLLF-UHFFFAOYSA-N
[SMILES]

C1(N)=NC=C(Cl)N=C1Br
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H315-H335
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-3-BROMO-5-CHLOROPYRAZINE(76537-18-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-5-chloropyrazine

33332-29-5

2-AMINO-3-BROMO-5-CHLOROPYRAZINE

76537-18-3

General procedure for the synthesis of 2-amino-3-bromo-5-chloropyrazine from 2-amino-5-chloropyrazine: 2-amino-5-chloropyrazine (3 g, 23 mmol), N-bromosuccinimide (4 g, 23 mmol), and dichloromethane (100 mL) were added to a 250 mL round-bottomed flask under nitrogen protection. The reaction mixture was heated and refluxed for 1 h before being cooled to room temperature and concentrated under reduced pressure. The crude product was purified by fast column chromatography using pentane/ethyl acetate (0 to 50%) as eluent to afford 2-amino-3-bromo-5-chloropyrazine (3 g, 62% yield).1H NMR (DMSO-d6) δ 6.8-6.9 (2H, broad single peak), 8.0 (1H, single peak). Mass spectrum (ES+): m/z 210, 212.

[References]

[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 6, p. 996 - 1004
[2] Patent: WO2006/58074, 2006, A1. Location in patent: Page/Page column 20
[3] Patent: US5866568, 1999, A
[4] Patent: US5668137, 1997, A
[5] Patent: WO2018/98499, 2018, A1. Location in patent: Page/Page column 283
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