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479691-42-4

479691-42-4 Structure

479691-42-4 Structure
IdentificationBack Directory
[Name]

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

479691-42-4
[Synonyms]

1-Boc-4-(4-chloropyrimidin-2-yl)piperazine
4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate
TERT-BUTYL 4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLATE
4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
1-Piperazinecarboxylic acid, 4-(4-chloro-2-pyrimidinyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H19ClN4O2
[MDL Number]

MFCD09743711
[MOL File]

479691-42-4.mol
[Molecular Weight]

298.77
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

TERT-BUTYL 4-(4-CHLOROPYRIMIDIN-2-YL)PIPERAZINE-1-CARBOXYLATE(479691-42-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

4,6-Dichloropyrimidine

1193-21-1

1-BOC-Piperazine

57260-71-6

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

479691-42-4

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
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