| Identification | Back Directory | [Name]
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine | [CAS]
876343-82-7 | [Synonyms]
CB-3411
CS-D0707
DS-10877
HE049925
zx-rl003971
5-Bromo-4-chloro-7-azaindole
5-BroMo-4-chloro-7-azaind...
5-broMo-4-chloro-1H-pyrrolo[2
4-bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine
1H-Pyrrolo[2,3-b]pyridine, 5-bromo-4-chloro-
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine 97% | [Molecular Formula]
C7H4BrClN2 | [MDL Number]
MFCD11046240 | [MOL File]
876343-82-7.mol | [Molecular Weight]
231.48 |
| Chemical Properties | Back Directory | [density ]
1.878±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
12.02±0.40(Predicted) | [Appearance]
Off-white to light brown Solid | [InChI]
InChI=1S/C7H4BrClN2/c8-5-3-11-7-4(6(5)9)1-2-10-7/h1-3H,(H,10,11) | [InChIKey]
FMDQNRHKEYTVBW-UHFFFAOYSA-N | [SMILES]
C12NC=CC1=C(Cl)C(Br)=CN=2 |
| Hazard Information | Back Directory | [Synthesis]
5-Bromo-4-chloro-1-(triisopropylsilyl)-7-azaindole (4.1 g, 10.57 mmol) was dissolved in tetrahydrofuran (THF, 80 mL) at room temperature. Subsequently, tetrabutylammonium fluoride (TBAF, 1.1 eq.) was added to the reaction system and the reaction was stirred for 1 hour at room temperature. Upon completion of the reaction, the reaction mixture was poured into water and extracted with dichloromethane (DCM). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was suspended in a 10:1 solvent mixture of hexane and dichloromethane and filtered to afford the target compound 5-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (2.20 g, 89.9% yield). | [References]
[1] Patent: WO2009/89352, 2009, A1. Location in patent: Page/Page column 59
[2] ChemMedChem, 2014, vol. 9, # 2, p. 277 - 281
[3] Patent: US2007/129364, 2007, A1. Location in patent: Page/Page column 77-78
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 15, p. 5150 - 5156
[5] Patent: WO2018/191587, 2018, A1. Location in patent: Paragraph 0155; 0158 |
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