1-(4-FLUORO-PHENYL)-PIPERAZIN-2-ONE Chemical Properties

Boiling point:

414.0±40.0 °C(Predicted)

Density 

1.225

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

7.52±0.20(Predicted)

InChI

InChI=1S/C10H11FN2O/c11-8-1-3-9(4-2-8)13-6-5-12-7-10(13)14/h1-4,12H,5-7H2

InChIKey

CRJMGHCZJHTTKV-UHFFFAOYSA-N

SMILES

N1(C2=CC=C(F)C=C2)CCNCC1=O

1-(4-FLUORO-PHENYL)-PIPERAZIN-2-ONE Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-(4-fluorophenyl)-2-piperazinone from tert-butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate: To a solution of 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylic acid tert-butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate (2 g, 6.80 mmol) in methylene chloride (5 ml), was slowly added a solution of 1,4-dioxane with hydrogen chloride (16.99 ml. 68.0 mmol). The reaction mixture was stirred at 0°C and subsequently warmed up to 25°C and continued stirring for 3 hours. After completion of the reaction, the solvent was removed by evaporation under reduced pressure to give the crude product salt. 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 9.9 (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: WO2014/9872, 2014, A1. Location in patent: Page/Page column 64

1-(4-FLUORO-PHENYL)-PIPERAZIN-2-ONE(780753-89-1)Related Product Information

• 1-(3-CHLORO-PHENYL)-PIPERAZIN-2-ONE
• 1-(2-CHLORO-PHENYL)-PIPERAZIN-2-ONE
• 1-(2-FLUORO-PHENYL)-PIPERAZIN-2-ONE
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• 1-(3,5-DIMETHYL-PHENYL)-PIPERAZIN-2-ONE
• 1-(3-(TRIFLUOROMETHOXY)PHENYL) PIPERAZIN-2-ONE HYDROCHLORIDE
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• 1-(2-METHOXY-PHENYL)-PIPERAZIN-2-ONE
• 1-(4-NITROPHENYL)PIPERAZIN-2-ONE
• 1-(4-Chlorophenyl)piperazin-2-one
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• 1-(2-BROMO-PHENYL)-PIPERAZIN-2-ONE
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