5-Bromo-1H-Pyrrolo[2,3-B]Pyridine
5-Bromo-7-azaindole
CAS: 183208-35-7
Molecular Formula: C7H5BrN2
5-Bromo-1H-Pyrrolo[2,3-B]Pyridine - Names and Identifiers
| Name | 5-Bromo-7-azaindole |
| Synonyms | 5-BROMO AZAINDOLE 5-Bromo azaindole 5-Bromo-7-azaindole 5-BROMO-7-AZAINDOLE 5-Bromo-1H-pyrrolo2,3-büpyridine 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE 5-Bromo-1H-Pyrrolo[2,3-B]Pyridine 1H-Pyrrolo[2,3-b]pyridine, 5-bromo- |
| CAS | 183208-35-7 |
| EINECS | 629-247-8 |
| InChI | InChI=1/C7H5BrN2/c8-6-3-5-1-2-9-7(5)10-4-6/h1-4H,(H,9,10) |
| InChIKey | LPTVWZSQAIDCEB-UHFFFAOYSA-N |
5-Bromo-1H-Pyrrolo[2,3-B]Pyridine - Physico-chemical Properties
| Molecular Formula | C7H5BrN2 |
| Molar Mass | 197.03 |
| Density | 1.79±0.1 g/cm3(Predicted) |
| Melting Point | 176-180 °C |
| Boling Point | 357.4±42.0 °C(Predicted) |
| Appearance | Crystalline powder |
| Color | White to yellow |
| pKa | 6.25±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.728 |
| MDL | MFCD06659677 |
5-Bromo-1H-Pyrrolo[2,3-B]Pyridine - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| WGK Germany | 3 |
| HS Code | 29339900 |
| Hazard Class | IRRITANT |
5-Bromo-1H-Pyrrolo[2,3-B]Pyridine - Reference Information
| LogP | 1.8 at 25℃ and pH7 |
| Introduction | 7-azafindole is an important class of compounds, similar in structure to indole and purine. Its derivatives have the activity of inhibiting a variety of proteases, which has potential biological and medicinal value, so it is widely used in medical research. 5-bromo-7-azaindole is a drug intermediate for the development of new anti-tumor drugs, although there are many ways to synthesize 5-bromo-7-azaindole, such as 2-aminopyridine as raw material, through bromination, coupling, ring closure, but its reaction process is complicated, requires a lot of bromine, the cost is too high, and the reaction yield is low, not suitable for large-scale industrial production. |
| application | 5-bromo-7-azafindole is an intermediate in laboratory organic synthesis and chemical medicine research and development. it is mainly used as an intermediate for bulk drug vilafenib and an intermediate for ABT199. |
| Preparation | 2-amino-3-methyl-5-bromopyridine generates 2-nitro-3-methyl-5-bromopyridine under the oxidation of Carlo acid, and then generates intermediate 3 under the action of tetrahydropyrrole and N,N-dimethylformamide dimethylacetal (DMF-DMA), finally, under the action of Raney nickel/85% hydrazine hydrate system or other base metal, the ring is reduced to form 5-bromo-7-azaindole. |
Last Update：2024-04-09 02:00:07
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