tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate synthesis
- Product Name:tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate
- CAS Number:1284243-44-2
- Molecular formula:C15H19FN2O3
- Molecular Weight:294.32
76003-29-7
460-00-4
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.
76003-29-7
245 suppliers
$5.00/5g
460-00-4
636 suppliers
$6.00/10g
1284243-44-2
27 suppliers
$29.00/100mg
Yield:1284243-44-2 73%
Reaction Conditions:
with copper(l) iodide;potassium carbonate;N,N`-dimethylethylenediamine in toluene;Inert atmosphere;Reflux;
Steps:
16.A
A mixture of 1 ,1-dimethylethyl 3-oxo-1-piperazinecarboxylate (0.200 g, 0.999 mmol), 1-bromo-4-fluorobenzene (0.091 mL, 0.832 mmol), copper(l) iodide (0.008 g, 0.042 mmol), potassium carbonate (0.230 g, 1.665 mmol) and N,N'-dimethyl-1 ,2- ethanediamine (0.009 mL, 0.083 mmol) in toluene (5 mL) was heated at reflux under nitrogen overnight. The reaction mixture was filtered through silica gel. The filtrate was evaporated and the residue was purified by silica gel chromatography (EtOAc:hexane) to give1 ,1-dimethylethyl 4-(4-fluorophenyl)-3-oxo-1-piperazinecarboxylate (0.180 g, 73%) as a white solid.
References:
WO2011/41713,2011,A2 Location in patent:Page/Page column 152
24424-99-5
867 suppliers
$13.50/25G
1284243-44-2
27 suppliers
$29.00/100mg