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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 636320
- Product name
- 2-Amino-5-bromopyrazine
- Purity
- 97%
- Packaging
- 1g
- Price
- $97.4
- Updated
- 2025/07/31
- Product number
- A1683
- Product name
- 2-Amino-5-bromopyrazine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- A1683
- Product name
- 2-Amino-5-bromopyrazine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $134
- Updated
- 2025/07/31
- Product number
- A601845
- Product name
- 2-Amino-5-bromopyrazine
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- A1375-84
- Product name
- 2-Amino-5-bromopyrazine
- Packaging
- 250mg
- Price
- $319
- Updated
- 2021/12/16
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
Preparation Products
2-Amino-5-bromopyrazine Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
- sales@tciamerica.com
- Country
- Americas
- ProdList
- 23653
- Advantage
- 75
View Lastest Price from 2-Amino-5-bromopyrazine manufacturers
- 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
- 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
- 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