| Identification | Back Directory | [Name]
4-BroMo-5-chloro-7-aza-1H-indole | [CAS]
916176-52-8 | [Synonyms]
4-BroMo-5-chloro-7-azaindole
4-Bromo-5-chloro-1H-pyrrolo[2
4-BroMo-5-chloro-7-aza-1H-indole
1H-pyrrolo[2,3-b]pyridine, 4-broMo-5-chloro- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C7H4BrClN2 | [MDL Number]
MFCD12828064 | [MOL File]
916176-52-8.mol | [Molecular Weight]
231.48 |
| Chemical Properties | Back Directory | [density ]
1.878 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
12.04±0.40(Predicted) | [Appearance]
Off-white to pink Solid |
| Hazard Information | Back Directory | [Uses]
4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine can be used in drug synthesis and as a pharmaceutical intermediate in scientific research.
| [Synthesis]
5-Chloro-1H-pyrrolo[2,3-b]pyridine-7-oxide (5.00 g, 29.66 mmol) was used as a raw material, which was dissolved with tetrabutylammonium bromide (Bu4Br, 19.12 g, 59.31 mmol) in N,N-dimethylformamide (DMF, 200 mL). Trifluoromethanesulfonic anhydride (Tf2O, 20.91 g, 74.20 mmol) was slowly added dropwise to the above solution at 0 °C. After the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours. Subsequently, the reaction solution was poured into water (500 mL), and the pH of the mixture was adjusted to 8-9 with saturated aqueous sodium bicarbonate (NaHCO3). The precipitate was collected by filtration, and the filter cake was washed with water (50 mL x 3) and dried under vacuum at 60 °C overnight to afford 4-bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine as an off-white solid (5.83 g, yield 84.9%). Mass spectrum (ESI, positive ion mode) m/z: 231.0 [M + H]+; NMR hydrogen spectrum (400 MHz, DMSO-d6) δ (ppm): 12.24 (s, 1H), 8.30 (s, 1H), 7.68 (s, 1H), 6.45 (s, 1H). | [References]
[1] Patent: WO2018/169700, 2018, A1. Location in patent: Paragraph 00328; 00329
[2] Patent: US2010/81645, 2010, A1. Location in patent: Page/Page column 37
[3] Patent: WO2006/127587, 2006, A1. Location in patent: Page/Page column 87 |
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