TERT-BUTYL 4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLATE

TERT-BUTYL 4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLATE Property

Boiling point:

434.5±55.0 °C(Predicted)

Density 

1.253±0.06 g/cm3(Predicted)

storage temp. 

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

pka

3.46±0.40(Predicted)

Appearance

White to off-white Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

TERT-BUTYL 4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

Step 1: Dissolve 4,6-dichloropyrimidine (2.00 g, 13.4 mmol) and N-BOC-piperazine (3.00 g, 16.1 mmol) in 60 mL of 2-propanol and add triethylamine (4.7 mL, 33.6 mmol). The reaction mixture was heated to reflux for 2 hours. After the reaction was completed, the mixture was concentrated under reduced pressure. Dichloromethane was added to the residue and the organic layer was washed with water. The aqueous layer was back-extracted with dichloromethane and all organic layers were combined and dried over anhydrous sodium sulfate. The dried organic layer was concentrated under reduced pressure, and the crude product obtained was purified by silica gel column chromatography (eluent ratio of ethyl acetate:hexane=1:2) to afford tert-butyl 4-(6-chloropyrimidin-2-yl)piperazine-1-carboxylate (3.80 g, 95% yield) as a white solid.

References

[1] Patent: WO2009/145360, 2009, A1. Location in patent: Page/Page column 116