1-CYCLOPENTYL-PIPERAZIN-2-ONE synthesis
- Product Name:1-CYCLOPENTYL-PIPERAZIN-2-ONE
- CAS Number:59702-17-9
- Molecular formula:C9H16N2O
- Molecular Weight:168.24
1284243-62-4
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59702-17-9
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Yield:59702-17-9 34%
Reaction Conditions:
Stage #1: 1,1-dimethylethyl {2-[(bromoacetyl)(cyclopentyl)amino]ethyl}carbamatewith trifluoroacetic acid in dichloromethane at 20; for 0.5 h;
Stage #2: with potassium carbonate in ethanol; for 0.5 h;Reflux;
Steps:
21.C
TFA (2 mL, 26.0 mmol) was added to a solution of 1 ,1-dimethylethyl {2- [(bromoacetyl)(cyc.opentyl)amino]ethyl}carbamate (0.680 g, 1.947 mmol) indichloromethane (10 mL). The mixture was stirred at room temperature for 30 minutes. The solvent was evaporated to give a colorless oil which was dissolved in ethanoi (10 mL). Potassium carbonate (807 mg, 5.84 mmol) was added and the mixture was heated at reflux for 30 minutes. The solvent was evaporated and the residue was taken up in DCM and water. The aqueous layer was back-extracted with DCM. The combined organic layers were dried over sodium sulfate and concentrated. Purification by silica gel chromatography (MeOH:DCM) afforded the title compound (0.1 12 g, 34%) as a colorless oil. 1H NMR (400 MHz, chloroform-d) δ ppm 4.76 - 4.96 (m, 1 H) 3.43 (s, 2 H) 3.08 - 3.17 (m, 2 H) 2.90 - 3.03 (m, 2 H) 1.90 (br. s., 1 H) 1.65 - 1 .77 (m, 2 H) 1.54 - 1.65 (m, 2 H) 1.46 - 1.54 (m, 2 H) 1 .34 - 1.45 (m, 2 H).
References:
WO2011/41713,2011,A2 Location in patent:Page/Page column 157
1003-03-8
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59702-17-9
24 suppliers
$72.00/100mg
885280-56-8
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59702-17-9
24 suppliers
$72.00/100mg