ChemicalBook--->CAS DataBase List--->769944-39-0

769944-39-0

769944-39-0 Structure

769944-39-0 Structure
IdentificationBack Directory
[Name]

2-(4-CHLOROPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
[CAS]

769944-39-0
[Synonyms]

1-Boc-2-(4-chlorophenyl)piperazine
t-Butyl 2-(4-chlorophenyl)piperazine-1-carboxylate
tert-Butyl 2-(4-chlorophenyl)piperazine-1-carboxylate
2-(4-CHLOROPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
2-(4-chlorophenyl)-1-piperazinecarboxylic acid tert-butyl ester
1-Piperazinecarboxylic acid, 2-(4-chlorophenyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C15H21ClN2O2
[MDL Number]

MFCD08275679
[MOL File]

769944-39-0.mol
[Molecular Weight]

296.79
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[InChI]

InChI=1S/C15H21ClN2O2/c1-15(2,3)20-14(19)18-9-8-17-10-13(18)11-4-6-12(16)7-5-11/h4-7,13,17H,8-10H2,1-3H3
[InChIKey]

BYPYEMNCKKTEFT-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCNCC1C1=CC=C(Cl)C=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

1-Piperazinecarboxylic acid, 2-(4-chlorophenyl)-3-oxo-, 1,1-dimethylethyl ester

769944-38-9

2-(4-CHLOROPHENYL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

769944-39-0

General procedure for the synthesis of tert-butyl 2-(4-chlorophenyl)piperazine-1-carboxylate from the compound (CAS: 769944-38-9): a solution of 4-(tert-butoxycarbonyl)-3-(4-chlorophenyl)piperazin-2-one (500 mg, 1.6 mmol) and acetic acid (929 μL, 16 mmol) was added to refluxing 1,4-dioxane (5 mL ), followed by sodium borohydride (608 mg, 16 mmol). The reflux reaction was continued. Upon completion of the reaction, the reaction was quenched with water, the organic phase was extracted with dichloromethane and washed with brine and the organic phase was dried. After removing the solvent under reduced pressure, the residue was purified by silica gel column chromatography to afford 4-(tert-butoxycarbonyl)-3-(4-chlorophenyl)piperazine (330 mg, 69% yield).1H-NMR (CDCl3) δ 1.46 (9H, s), 2.76-2.99 (3H, m), 3.13 (1H, dd, J = 13.0 Hz, 4.3 Hz), 3.45-3.49 (3H, m). 3.45-3.49 (2H, m), 3.92 (1H, m), 5.15 (1H, s), 7.27-7.33 (4H, m).

[References]

[1] Patent: WO2004/85408, 2004, A1. Location in patent: Page 264
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 16, p. 3726 - 3732
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