4-(2-BROMOETHYL)-1-PIPERAZINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER Chemical Properties

Boiling point:

331.5±37.0 °C(Predicted)

Density 

1.294±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

pka

6.01±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C11H21BrN2O2/c1-11(2,3)16-10(15)14-8-6-13(5-4-12)7-9-14/h4-9H2,1-3H3

InChIKey

IWSFZKCIZFXAFT-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCN(CCBr)CC1

4-(2-BROMOETHYL)-1-PIPERAZINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER Usage And Synthesis

Synthesis

General procedure for the synthesis of N-BOC-4-bromoethylpiperazine from tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate: carbon tetrabromide (1.681 g, 5.07 mmol) was dissolved in dichloromethane (17 ml) and cooled in an ice bath. Subsequently, tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (1.062 g, 4.61 mmol) and triphenylphosphine (1.329 g, 5.07 mmol) were added to this solution. The reaction mixture was stirred overnight at room temperature and additional dichloromethane (11 ml) was added. After completion of the reaction, the solvent was removed by evaporation. The residue was purified by silica gel column chromatography (using a SNAP ULTRA 25g column with hexane/ethyl acetate solvent mixture as eluent) to afford N-BOC-4-bromoethylpiperazine (1.131 g, 83.7% yield) as a yellow solid.

References

[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0367
[2] Patent: WO2013/64919, 2013, A1. Location in patent: Page/Page column 37; 38
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 3, p. 711 - 719
[4] Patent: WO2010/39947, 2010, A1. Location in patent: Page/Page column 98

4-(2-BROMOETHYL)-1-PIPERAZINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER(655225-01-7)Related Product Information

• 4-(2-BROMOPROPYL)-1-PIPERAZINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER
• 4-(2-BROMOETHYL)-1-PIPERAZINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER