5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine

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5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine manufacturers

5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine Basic information
Product Name:5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine
Synonyms:1H-Pyrrolo[2,3-b]pyridine, 5-bromo-4-chloro-;5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine;5-Bromo-4-chloro-7-azaindole;5-broMo-4-chloro-1H-pyrrolo[2;5-BroMo-4-chloro-7-azaind...;CB-3411;CS-D0707;DS-10877
CAS:876343-82-7
MF:C7H4BrClN2
MW:231.48
EINECS:
Product Categories:Heterocycle-Pyridine series
Mol File:876343-82-7.mol
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine Structure
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine Chemical Properties
density 1.878±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka12.02±0.40(Predicted)
AppearanceOff-white to light brown Solid
InChIInChI=1S/C7H4BrClN2/c8-5-3-11-7-4(6(5)9)1-2-10-7/h1-3H,(H,10,11)
InChIKeyFMDQNRHKEYTVBW-UHFFFAOYSA-N
SMILESC12NC=CC1=C(Cl)C(Br)=CN=2
Safety Information
RIDADR UN2811
HS Code 2933399990
MSDS Information
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine Usage And Synthesis
Synthesis
(5-broMo-4-chloropyrrolo[2,3-b]pyridin-1-yl)-tri(propan-2-yl)silane

685513-96-6

5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine

876343-82-7

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
5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine Preparation Products And Raw materials
Raw materials(5-broMo-4-chloropyrrolo[2,3-b]pyridin-1-yl)-tri(propan-2-yl)silane-->Tetrahydrofuran-->Tetrabutylammonium Fluoride
Tag:5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine(876343-82-7) Related Product Information
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