2-CYANO-3-HYDROXYPYRIDINE Chemical Properties

Melting point:

211-212 °C (decomp)

Boiling point:

429.2±30.0 °C(Predicted)

Density 

1.33±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

pka

2.58±0.10(Predicted)

color 

Yellow to Dark Yellow

InChI

InChI=1S/C6H4N2O/c7-4-5-6(9)2-1-3-8-5/h1-3,9H

InChIKey

XTVFTOVNAKNVQK-UHFFFAOYSA-N

SMILES

C1(C#N)=NC=CC=C1O

CAS DataBase Reference

932-35-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xi,Xn

Risk Statements 

20/21/22-36/37/38-41-37/38-22

Safety Statements 

26-36/37/39-39

RIDADR 

3439

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933399990

2-CYANO-3-HYDROXYPYRIDINE Usage And Synthesis

Uses

2-Cyano-3-hydroxypyridine can be used as eIF4A inhibitors.

Synthesis

Example 3: 5.0 g of 1N hydrochloric acid and 1.0 g (6.31 mmol) of α-amino-2-furan acetonitrile hydrochloride were added to a three-neck flask at room temperature. The reaction mixture was cooled to 0 °C and 360 μL of bromine (6.94 mmol) was slowly added dropwise, followed by stirring at 0 °C for 1 hour. The reaction mixture was gradually warmed to room temperature and stirring was continued for 2 hours. After that, 32 μL of bromine was added to the reaction system and stirring was continued for 2 hours. Again, 32 μL of bromine was added and stirred for 1 hour. Upon completion of the reaction, 199 mg of sodium thiosulfate was added to the mixture to quench the reaction, followed by adjusting the pH with 40% NaOH aqueous solution to 3.0. The reaction mixture was filtered to afford a product containing 0.47 g of 2-cyano-3-hydroxypyridine. The yield of 2-cyano-3-hydroxypyridine was 62% based on the amount of α-amino-2-furylacetonitrile hydrochloride.

References

[1] Patent: TW2016/510, 2016, A. Location in patent: Page/Page column 14
[2] Patent: WO2017/127794, 2017, A1
[3] Patent: WO2017/127791, 2017, A1
[4] Patent: TW2018/27404, 2018, A

2-CYANO-3-HYDROXYPYRIDINE(932-35-4)Related Product Information

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• 3-(4-METHOXYPHENOXY)-5-(TRIFLUOROMETHYL)-2-PYRIDINECARBONITRILE
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