(R)-5-AMINOMETHYL-PYRROLIDIN-2-ONE Chemical Properties

Boiling point:

313.9±15.0 °C(Predicted)

Density 

1.076±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

16.06±0.40(Predicted)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

(R)-5-AMINOMETHYL-PYRROLIDIN-2-ONE Usage And Synthesis

Synthesis

General procedure for the synthesis of (R)-5-aminomethylpyrrolidin-2-one from the compound (CAS: 173828-76-7): (R)-5-(azidomethyl)pyrrolidin-2-one (150 mg, 1.07 mmol) was dissolved in methanol and palladium/carbon catalyst was added. The reaction mixture was transferred to an autoclave and after three degassing operations, hydrogen was charged to 30 psi and the reaction was stirred at room temperature for 30 min. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford the title compound (R)-5-(aminomethyl)pyrrolidin-2-one (92 mg, 75% yield). Low resolution mass spectrometry (LRMS) showed (M+H)+ m/z of 115.1.

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 13, p. 3902 - 3914
[2] Patent: WO2008/16643, 2008, A2. Location in patent: Page/Page column 245-246
[3] Tetrahedron, 1995, vol. 51, # 48, p. 13309 - 13320

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