1-(4-Fluorophenyl)piperazin-2-one hydrochloride

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1-(4-Fluorophenyl)piperazin-2-one hydrochloride Basic information
Product Name:1-(4-Fluorophenyl)piperazin-2-one hydrochloride
Synonyms:1-(4-Fluorophenyl)piperazin-2-one hydrochloride
CAS:697305-48-9
MF:C10H12ClFN2O
MW:230.6664832
EINECS:
Product Categories:
Mol File:697305-48-9.mol
1-(4-Fluorophenyl)piperazin-2-one hydrochloride Structure
1-(4-Fluorophenyl)piperazin-2-one hydrochloride Chemical Properties
storage temp. Inert atmosphere,Room Temperature
Safety Information
MSDS Information
1-(4-Fluorophenyl)piperazin-2-one hydrochloride Usage And Synthesis
Uses1-(4-Fluorophenyl)piperazin-2-one hydrochloride is used in the preperation of selective somatostatin receptor 2 agonists for treatment of type 2 diabetes
Synthesis
tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate

1284243-44-2

1-(4-Fluorophenyl)piperazin-2-one hydrochloride

697305-48-9

Step 2: tert-butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate (2 g, 6.80 mmol) was dissolved in dichloromethane (5 ml) and cooled to 0°C. A solution of hydrogen chloride in 1,4-dioxane (16.99 ml, 68.0 mmol) was slowly added to the reaction system under stirring. Subsequently, the reaction mixture was warmed up to 25 °C and the reaction was continued with stirring for 3 hours. After completion of the reaction, the solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was ground with ether (2 x 10 ml), decanted and dried to give 1-(4-fluorophenyl)piperazin-2-one hydrochloride (1.2 g, 5.20 mmol, 77% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 9.90 (broad single peak, 1H, D2O exchangeable), 7.38-7.34 (multiple peaks, 4H), 3.85-3.72 (multiple peaks, 4H), 3.55-3.50 (multiple peaks, 2H). Mass spectrometry analysis showed m/z 195 (M + 1).

References[1] Patent: WO2011/41713, 2011, A2. Location in patent: Page/Page column 152
[2] Patent: US2015/152118, 2015, A1. Location in patent: Paragraph 0386 - 0389
1-(4-Fluorophenyl)piperazin-2-one hydrochloride Preparation Products And Raw materials
Raw materialsAcetamide, N-(4-fluorophenyl)-2-[(2-hydroxyethyl)amino]--->tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate-->1,4-Dioxane-->Hydrochloric acid-->Dichloromethane
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