| Identification | Back Directory | [Name]
2-BROMO-7-IODO-5H-PYRROLO[2,3-B]PYRAZINE | [CAS]
875781-44-5 | [Synonyms]
2-broMo-7-iodo-5H-pyrrolo[2
5-Bromo-3-iodo-4,7-diazaindole
2-bromo-7-iodo-4H-pyrrolo[2,3-b]pyrazine
2-BROMO-7-IODO-5H-PYRROLO[2,3-B]PYRAZINE
5H-Pyrrolo[2,3-b]pyrazine,2-bromo-7-iodo-
2-bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine 2-bromo-7-iodo-5H-pyrrolo[3,2-b]pyrazine | [Molecular Formula]
C6H3BrIN3 | [MDL Number]
MFCD09878696
| [MOL File]
875781-44-5.mol | [Molecular Weight]
323.92 |
| Chemical Properties | Back Directory | [Boiling point ]
311℃ | [density ]
2.78 | [Fp ]
142℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
9.08±0.50(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Questions And Answer | Back Directory | [Uses]
2-Bromo-7-iodo-5H-pyrrolo[2,3-B]pyrazine is a common pyrrolo[2,3-B]pyrazine bicyclic compound, widely used in the preparation of pharmaceutical and chemical intermediates. |
| Hazard Information | Back Directory | [Synthesis]
Step 1. Synthesis of 2-bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine. To a solution of N,N-dimethylformamide (DMF, 160 mL) of 2-bromo-5H-pyrrolo[2,3-b]pyrazine (8 g, 40.4 mmol) was added N-iodosuccinimide (NIS, 11.8 g, 3.6 mmol) and the reaction mixture was stirred for 1 hour at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of petroleum ether: ethyl acetate = 2:1) to confirm the completion of the reaction. The reaction mixture was diluted with water (500 mL) and extracted with ethyl acetate (EtOAc, 300 mL x 3). The organic phases were combined, washed with saturated saline and dried over anhydrous sodium sulfate (Na2SO4). After filtration, the solvent was removed by concentration under reduced pressure to afford 2-bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine (26.1 g, 100% yield) as a brown solid (containing a small amount of DMF). | [References]
[1] Patent: US2015/158864, 2015, A1. Location in patent: Paragraph 0645
[2] Patent: WO2010/15803, 2010, A1. Location in patent: Page/Page column 43
[3] Patent: WO2010/68483, 2010, A2. Location in patent: Page/Page column 68
[4] Patent: WO2011/149950, 2011, A2. Location in patent: Page/Page column 65; 67
[5] Patent: WO2014/85795, 2014, A1. Location in patent: Paragraph 0283 |
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