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

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tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate Basic information
Product Name:tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate
Synonyms:tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate;1-Piperazinecarboxylic acid, 4-(4-fluorophenyl)-3-oxo-, 1,1-dimethylethyl ester
CAS:1284243-44-2
MF:C15H19FN2O3
MW:294.32
EINECS:
Product Categories:
Mol File:1284243-44-2.mol
tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate Structure
tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate Chemical Properties
Boiling point 469.3±40.0 °C(Predicted)
density 1.223±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka0.41±0.20(Predicted)
Safety Information
MSDS Information
tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate Usage And Synthesis
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
tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate Preparation Products And Raw materials
Raw materials1-Boc-3-oxopiperazine-->4-Bromofluorobenzene-->Di-tert-butyl dicarbonate-->N,N'-Dimethyl-1,2-ethanediamine-->Copper(l) iodide-->Potassium carbonate-->Toluene
Preparation Products1-(4-Fluoro-phenyl)-piperazin-2-one
Tag:tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate(1284243-44-2) Related Product Information
1-(4-Fluorophenyl)piperazin-2-one hydrochloride 1-(4-Fluoro-phenyl)-piperazin-2-one 3-Oxo-4-phenyl-piperazine-1-carboxylic acid tert-butyl ester tert-butyl 4-(4-bromophenyl)-3-oxopiperazine-1-carboxylate 1-Piperazinecarboxylic acid, 4-(4-aminophenyl)-3-oxo-, 1,1-dimethylethyl ester tert-Butyl 4-(3-bromophenyl)-3-oxopiperazine-1-carboxylate