ChemicalBook--->CAS DataBase List--->1284243-44-2

1284243-44-2

1284243-44-2 Structure

1284243-44-2 Structure
IdentificationBack Directory
[Name]

tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate
[CAS]

1284243-44-2
[Synonyms]

tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate
1-Piperazinecarboxylic acid, 4-(4-fluorophenyl)-3-oxo-, 1,1-dimethylethyl ester
[Molecular Formula]

C15H19FN2O3
[MOL File]

1284243-44-2.mol
[Molecular Weight]

294.32
Chemical PropertiesBack Directory
[Boiling point ]

469.3±40.0 °C(Predicted)
[density ]

1.223±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

0.41±0.20(Predicted)
Hazard InformationBack Directory
[Synthesis]

1-Boc-3-oxopiperazine

76003-29-7

4-Bromofluorobenzene

460-00-4

tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate

1284243-44-2

3-Oxo-1-piperazinecarboxylic acid 1,1-dimethylethyl ester (0.200 g, 0.999 mmol) and 1-bromo-4-fluorobenzene (0.091 mL, 0.832 mmol) were added with copper(I) iodide (0.008 g, 0.042 mmol), potassium carbonate (0.230 g, 1.665 mmol) and N,N'-dimethyl- 1,2-ethylenediamine (0.009 mL, 0.083 mmol) in toluene (5 mL). The mixture was heated to reflux overnight under nitrogen protection. Upon completion of the reaction, the reaction mixture was filtered through a pad of silica gel. The filtrate was concentrated and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane) to afford 4-(4-fluorophenyl)-3-oxo-1-piperazinecarboxylic acid 1,1-dimethylethyl ester (0.180 g, 73% yield) as a white solid.

[References]

[1] Patent: WO2011/41713, 2011, A2. Location in patent: Page/Page column 152
[2] Patent: WO2014/9872, 2014, A1. Location in patent: Page/Page column 63; 64
[3] Patent: US2015/152118, 2015, A1. Location in patent: Paragraph 0382 - 0385
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