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203519-88-4

203519-88-4 Structure

203519-88-4 Structure
IdentificationBack Directory
[Name]

4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
[CAS]

203519-88-4
[Synonyms]

1-Boc-4-(6-chloropyrimidin-4-yl)piperazine
ert-Butyl4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate
tert-Butyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate
4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-Carbocylic acid tert-butyl ester
4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
1-Piperazinecarboxylic acid, 4-(6-chloro-4-pyrimidinyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C13H19ClN4O2
[MDL Number]

MFCD09607868
[MOL File]

203519-88-4.mol
[Molecular Weight]

298.77
Chemical PropertiesBack Directory
[Boiling point ]

437.3±45.0 °C(Predicted)
[density ]

1.253
[storage temp. ]

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

3.29±0.26(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

4,6-Dichloropyrimidine

1193-21-1

1-BOC-Piperazine

57260-71-6

4-(6-Chloro-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

203519-88-4

Step 1: Synthesis of tert-butyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate In a microwave reaction tube, 4,6-dichloropyrimidine (0.5 g, 3.36 mmol), N-BOC-piperazine (0.69 g, 3.36 mmol) and triethylamine (0.34 g, 3.36 mmol) were dissolved in acetonitrile (10 mL). The reaction mixture was microwaved at 120 °C for 2 hours. After completion of the reaction, the mixture was diluted with ethyl acetate, washed sequentially with saturated ammonium chloride solution and dried over anhydrous magnesium sulfate. The drier was removed by filtration and the filtrate was concentrated under reduced pressure to afford the target compound tert-butyl 4-(6-chloropyrimidin-4-yl)piperazine-1-carboxylate (0.82 g, 91% yield). 1H NMR (500MHz, CDCl3): δ 8.39 (s, 1H), 6.50 (s, 1H), 3.65 (m, 4H), 3.52 (m, 4H), 1.48 (s, 9H).

[References]

[1] Patent: WO2012/69852, 2012, A1. Location in patent: Page/Page column 69
[2] Patent: CN106045918, 2016, A. Location in patent: Paragraph 0098; 0099
[3] Patent: US2009/163508, 2009, A1. Location in patent: Page/Page column 21
[4] Patent: WO2007/56023, 2007, A2. Location in patent: Page/Page column 57
[5] Patent: US2009/163508, 2009, A1. Location in patent: Page/Page column 36
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