1H-pyrazolo[4,3-b]pyridine-5-carbonitrile

1H-pyrazolo[4,3-b]pyridine-5-carbonitrile Property

Boiling point:

397.1±22.0 °C(Predicted)

Density 

1.44±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

9.13±0.40(Predicted)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

1H-pyrazolo[4,3-b]pyridine-5-carbonitrile Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 1H-pyrazolo[4,3-b]pyridine-5-carbonitrile from trimethylcyanosilane (TMSCN) and 4-hydroxy-1-[[2-(trimethylmethylsilyl)ethoxy]methyl]-1H-pyrazolo[4,3-b]pyridinium (CAS: 1033772-21-2, 1.59 g, 6 mmol): TMSCN ( 1.13 mL, 9 mmol) was added to a solution of 4-hydroxy-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazolo[4,3-b]pyridinium in dichloromethane (DCM, 130 mL). The reaction mixture was stirred at room temperature for 5 minutes before N,N-dimethylcarbamoyl chloride ((Me)2N(C(O)Cl, 0.83 mL, 9 mmol) was added. The reaction mixture was continued to be stirred at room temperature for 4 days. Upon completion of the reaction, the reaction mixture was diluted with DCM and subsequently washed with brine to concentrate the organic phase. Finally, the target product 1H-pyrazolo[4,3-b]pyridine-5-carbonitrile (1 g, 61% yield) was purified by column chromatography.

References

[1] Patent: WO2008/71451, 2008, A1. Location in patent: Page/Page column 52-53