ChemicalBook > CAS DataBase List > 2-Amino-5-bromopyrazine

2-Amino-5-bromopyrazine

Product Name
2-Amino-5-bromopyrazine
CAS No.
59489-71-3
Chemical Name
2-Amino-5-bromopyrazine
Synonyms
5-BROMOPYRAZIN-2-AMINE;BUTTPARK 29\02-91;5-BROMOPYRAZINAMINE;2-Amino-5-bromopyraz;5-Bromo-2-pyrazinamie;5-BROMO-2-PYRAZINAMINE;2-aimo-5-bromopyrazine;5-Bromo-2-aminopyrazine;2-Bromo-5-aminopyrazine;2-AMINO-5-BROMOPYRAZINE
CBNumber
CB0446196
Molecular Formula
C4H4BrN3
Formula Weight
174
MOL File
59489-71-3.mol
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2-Amino-5-bromopyrazine Property

Melting point:
113-117 °C (lit.)
Boiling point:
274.2±35.0 °C(Predicted)
Density 
1.844±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Ethanol, Ethyl Acetate, Methanol
form 
Brown Needles
pka
1.66±0.10(Predicted)
color 
Light yellow to Brown
InChI
InChI=1S/C4H4BrN3/c5-3-1-8-4(6)2-7-3/h1-2H,(H2,6,8)
InChIKey
KRRTXVSBTPCDOS-UHFFFAOYSA-N
SMILES
C1(N)=NC=C(Br)N=C1
CAS DataBase Reference
59489-71-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/38-43-44-36/37/38-20/21/22
Safety Statements 
26-37/39-45-36/37/39-22-36/
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
636320
Product name
2-Amino-5-bromopyrazine
Purity
97%
Packaging
1g
Price
$97.4
Updated
2025/07/31
TCI Chemical
Product number
A1683
Product name
2-Amino-5-bromopyrazine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$39
Updated
2025/07/31
TCI Chemical
Product number
A1683
Product name
2-Amino-5-bromopyrazine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$134
Updated
2025/07/31
Usbiological
Product number
A1375-84
Product name
2-Amino-5-bromopyrazine
Packaging
250mg
Price
$319
Updated
2021/12/16
TRC
Product number
A601845
Product name
2-Amino-5-bromopyrazine
Packaging
250mg
Price
$55
Updated
2021/12/16
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2-Amino-5-bromopyrazine Chemical Properties,Usage,Production

Chemical Properties

Brown Needles

Uses

Used without prior protection of the amino group in a palladium-catalyzed cross-coupling with pyridylboronic acids leading to pyrazinylpyridines.

Synthesis

5049-61-6

59489-71-3

Example 1A Synthesis of 5-bromo-2-pyrazinamine: 2-Aminopyrazine (15.0 g, 157 mmol) was dissolved in dichloromethane (900 mL), N-bromosuccinimide (28.2 g, 159 mmol) was added, and the reaction was stirred for 3.5 hours at room temperature. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth (Celite?). The filtrate was treated with silica gel (300 g) and subsequently concentrated under reduced pressure. The resulting crude product was purified by fast column chromatography with 30% ethyl acetate/hexane as eluent to give 22.09 g (81.5% yield) of the target compound 5-bromo-2-pyrazinamine. Mass spectrum (APCI(+)) m/z: 174 ([M + H]+); 1H NMR (300 MHz, CDCl3) δ: 8.09 (d, J = 1.4 Hz, 1H), 7.77 (d, J = 1.7 Hz, 1H), 4.30-4.78 (br s, 2H).

References

[1] Heterocycles, 2012, vol. 86, # 2, p. 1323 - 1339
[2] Patent: US2004/259885, 2004, A1. Location in patent: Page 9; 10
[3] Patent: US2004/34038, 2004, A1. Location in patent: Page/Page column 10
[4] Patent: WO2011/7314, 2011, A1. Location in patent: Page/Page column 27
[5] Patent: WO2009/44162, 2009, A1. Location in patent: Page/Page column 169

2-Amino-5-bromopyrazine Preparation Products And Raw materials

Raw materials

N-Bromosuccinimide Aminopyrazine Dichloromethane Magnesium sulfate Sodium carbonate

Preparation Products

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2-Amino-5-bromopyrazine Suppliers

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View Lastest Price from 2-Amino-5-bromopyrazine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-Amino-5-bromopyrazine 59489-71-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-08
Shaanxi Haibo Biotechnology Co., Ltd
Product
2-Amino-5-bromopyrazine 59489-71-3
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-08-31
Henan Fengda Chemical Co., Ltd
Product
2-Amino-5-bromopyrazine 59489-71-3
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-10

59489-71-3, 2-Amino-5-bromopyrazineRelated Search:

Mestinon 3-Aminophenol 6-Aminocaproic acid Aminopyrazine 2-Bromopyrazine Sulfachoropyrazine sodium Glipizide Pyrazinamide ALTRENOGEST Glycine Tris(hydroxymethyl)aminomethane Bromine 3-AMINO-6-BROMOPYRAZINE-2-CARBONITRILE,3-AMINO-6-BROMOPYRAZINE-2-CARBONITRILE, 95+% METHYL 3-AMINO-6-BROMOPYRAZINE-2-CARBOXYLATE,3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester 2-AMINO-5-BROMO-3-PYRROLIDIN-1-YLPYRAZINE 5-BROMO-PYRAZINE-2,3-DIAMINE 5-BROMO-3-(2-PYRIDIN-3-YL-PYRROLIDIN-1-YL)-PYRAZIN-2-YLAMINE 6'-BROMO-3-PHENYL-3,4,5,6-TETRAHYDRO-2H-[1,2']BIPYRAZINYL-3'-YLAMINE

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