2-(Tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamine

2-(Tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamine Property

Boiling point:

355.0±32.0 °C(Predicted)

Density 

1.35±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

3.79±0.19(Predicted)

Safety

HS Code 

2933199090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

P310Immediately call a POISON CENTER or doctor/physician.

2-(Tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamine Chemical Properties,Usage,Production

Synthesis

3-Hydrazinylpropionitrile (3.40 g, 40 mmol) was added slowly and dropwise to a solution of tetrahydropyran-4-one (4.00 g, 40 mmol) in ethanol (40 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hours. Subsequently, the mixture was concentrated under reduced pressure and the residue was dissolved in n-butanol (80 mL) and sodium methanolate (4.32 g, 80 mmol) was added. The mixture was refluxed overnight. After the reaction was complete, the mixture was concentrated under reduced pressure. The residue was treated with a solution of saturated sodium bicarbonate and ammonium chloride (80 mL). The aqueous phase was extracted with dichloromethane (60 mL × 2) and the combined organic phases were dried with anhydrous sodium sulfate. The organic phase was concentrated and the residue was purified by fast column chromatography (acetonitrile/water = 30%) to afford 5.34 g of crude 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine as a yellow solid. Mass spectrometry analysis showed m/z 168.3 ([M + H]+).

References

[1] Patent: WO2016/123392, 2016, A2. Location in patent: Paragraph 00544