- 2-Amino-5-bromopyrazine
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- $1.10 / 1g
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2025-11-18
- CAS:59489-71-3
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
- 2-Amino-5-bromopyrazine
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- $5.00 / 1KG
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2025-09-25
- CAS:59489-71-3
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: g-kg-tons, free sample is available
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| | 2-Amino-5-bromopyrazine Basic information |
| | 2-Amino-5-bromopyrazine Chemical Properties |
| 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) |
| | 2-Amino-5-bromopyrazine Usage And Synthesis |
| 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 | 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 |
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