| Identification | Back Directory | [Name]
5-Bromo-3-iodopyrazin-2-amine | [CAS]
1062608-42-7 | [Synonyms]
5-Bromo-3-iodopyrazin-2-amine
2-amino-3-iodo-5-bromo-pyrazine
2-Pyrazinamine, 5-bromo-3-iodo-
5-Bromo-3-iodo-pyrazin-2-ylamine | [Molecular Formula]
C4H3BrIN3 | [MOL File]
1062608-42-7.mol | [Molecular Weight]
299.9 |
| Chemical Properties | Back Directory | [Boiling point ]
353.7±42.0 °C(Predicted) | [density ]
2.576±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
0.84±0.10(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-bromo-3-iodopyrazin-2-amine from 2-amino-5-bromopyrazine: To a solution of 2-amino-5-bromopyrazine (10.0 g, 57.47 mmol) in 1,4-dioxane (100 mL) was added N-iodosuccinimide (15.5 g, 68.96 mmol). The reaction mixture was heated to 80 °C and kept for 16 h. After cooling to room temperature, the 1,4-dioxane was removed by concentration under reduced pressure by rotary evaporator. To the residue, 50 mL of water was added and extracted with dichloromethane (50 mL x 4), the organic phases were combined and washed with distilled water (20 mL x 3), dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by fast column chromatography with the eluent being a petroleum ether solution of 20-30% ethyl acetate to give the final target compound 5-bromo-3-iodopyrazin-2-amine (4.3 g, 25.1% yield).1H NMR (400 MHz, DMSO-d6): δ 8.05 (s, 1H), 6.76 (s, 2H). | [References]
[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8860 - 8871
[2] Patent: WO2017/9773, 2017, A1. Location in patent: Page/Page column 19
[3] Patent: WO2013/121387, 2013, A1. Location in patent: Page/Page column 30 |
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| Company Name: |
BePharm Ltd
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| Tel: |
400-685-9117 |
| Website: |
www.bepharm.com |
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