| Identification | Back Directory | [Name]
5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine | [CAS]
951626-91-8 | [Synonyms]
5-Bromo-3-chloro-7-azaindole
5-Bromo-3-chloro-7-azaindole 96%
5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine | [Molecular Formula]
C7H4BrClN2 | [MDL Number]
MFCD09817420 | [MOL File]
951626-91-8.mol | [Molecular Weight]
231.48 |
| Chemical Properties | Back Directory | [Melting point ]
216-220 °C | [density ]
1.878±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
powder | [pka]
11.33±0.40(Predicted) | [Appearance]
Off-white to pink Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine from 5-bromo-7-azaindole was as follows: 0.50 g (2.54 mmol) of 5-bromo-1H-pyrrolo[2,3-b]pyridine was dissolved in 10 mL of N,N-dimethylformamide, followed by the addition of 0.37 g (2.79 mmol) of N-chloro-butanedi imide and 0.38 g (2.79 mmol) of dibenzoyl peroxide. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, it was extracted with ethyl acetate and distilled water and the organic layer was concentrated under reduced pressure. The residue was purified by column chromatography to afford 0.50 g (85.0% yield) of the target compound 5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine.1H NMR (DMSO-d6) δ: 12.24 (br s, 1H), 8.35 (s, 1H), 8.14 (s, 1H), 8.03 (d, 1H), 7.81 (m, 1H ), 7.77 (s, 1H), 7.64 (t, 1H). | [References]
[1] Journal of Organic Chemistry, 2018, vol. 83, # 2, p. 930 - 938
[2] Patent: WO2016/129933, 2016, A2. Location in patent: Page/Page column 48 |
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Sigma-Aldrich
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