1-(CYCLOPROPANECARBONYL)PIPERAZINE 97 Chemical Properties

Boiling point:

120 °C/0.15 mmHg

Density 

1.087 g/mL at 25 °C

refractive index 

n20/D 1.524

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

8.47±0.10(Predicted)

form 

Liquid

color 

Colorless to pale brown

InChI

InChI=1S/C8H14N2O/c11-8(7-1-2-7)10-5-3-9-4-6-10/h7,9H,1-6H2

InChIKey

WIHDAPMHNYYTOA-UHFFFAOYSA-N

SMILES

C(C1CC1)(N1CCNCC1)=O

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-36/37/39

WGK Germany 

2

HS Code 

2933599590

1-(CYCLOPROPANECARBONYL)PIPERAZINE 97 Usage And Synthesis

Uses

1-(Cyclopropylcarbonyl)piperazine

Synthesis

The general procedure for the synthesis of 1-cyclopropanecarbonylpiperazine from tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate was as follows: 1-tert-butoxycarbonyl-4-(cyclopropanecarbonyl)piperazine (190 mg, 0.75 mmol) was dissolved in dichloromethane (5 mL), followed by slow addition of trifluoroacetic acid (1 mL). The reaction mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC) until complete consumption of the ingredients. Upon completion of the reaction, the reaction mixture was washed with saturated sodium bicarbonate solution (3 × 10 mL) to neutralize the acid. The organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 112 mg (97% yield) of 1-cyclopropanecarbonylpiperazine as a light yellow solid, which was used directly in the next step of the reaction.

References

[1] Patent: EP2799435, 2014, A1. Location in patent: Paragraph 0094
[2] Patent: US2015/51211, 2015, A1. Location in patent: Paragraph 0121
[3] Patent: US2004/14770, 2004, A1. Location in patent: Page/Page column 11
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 16, p. 3739 - 3743

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