4-BROMO-1H-PYRAZOLO[3,4-C]PYRIDINE Chemical Properties

Boiling point:

357.5±22.0 °C(Predicted)

Density 

1.894±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

9.72±0.40(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C6H4BrN3/c7-5-2-8-3-6-4(5)1-9-10-6/h1-3H,(H,9,10)

InChIKey

KFGSMEJCZZYNNG-UHFFFAOYSA-N

SMILES

C1=NC=C(Br)C2C=NNC1=2

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

2811

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933399990

4-BROMO-1H-PYRAZOLO[3,4-C]PYRIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-bromo-1H-pyrazolo[3,4-c]pyridine from 3-bromo-5-fluoroisonicotinaldehyde: Hydrogen peroxide (H2O2, 25.0 mL) was added to a solution of 3-bromo-5-fluoroisonicotinaldehyde (5.0 g, 24.5 mmol, 1.0 eq.) in 1,2-dimethoxyethane (DME, 25.0 mL), and the reaction mixture was 110 °C overnight. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting residue was diluted with water, extracted with ethyl acetate (EA, 100.0 mL × 3), and the organic phases were combined and washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4), and concentrated again under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent ratio: petroleum ether:ethyl acetate = 2:1), and the target product, 4-bromo-1H-pyrazolo[3,4-c]pyridine (1.5 g, 31.3% yield), was obtained as a white solid. m/z of LC-MS (M + H+) was calculated at 198.1, and the measured value was 198.2.

References

[1] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00662

4-BROMO-1H-PYRAZOLO[3,4-C]PYRIDINE(1032943-43-3)Related Product Information

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