4-(5-AMINOPYRIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties

Melting point:

98-101°C

Boiling point:

470.4±45.0 °C(Predicted)

Density 

1.182±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

solid

pka

9.35±0.29(Predicted)

color 

black gel

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

HazardClass 

IRRITANT

HS Code 

2933599590

4-(5-AMINOPYRIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Usage And Synthesis

Synthesis

Example 197b Synthesis of tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate 197b: To a 250-mL round-bottomed flask under nitrogen protection was added 1-tert-butylcarbonyl-4-(5-nitro-2-piperidinyl)piperazine 197a (4.0 g, 13.0 mmol), 10% palladium-carbon (wetted, 500 mg) and methanol (130 mL). The reaction system was evacuated and filled with hydrogen and the reaction was stirred at room temperature for 15 hours. Upon completion of the reaction, the hydrogen was removed by evacuation and filled with nitrogen. The reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst and the filtrate was concentrated under reduced pressure to afford the target compound 197b (3.3 g, 91% yield). Mass spectral data (MS-ESI): [M + H]+ 279.

References

[1] Patent: US2005/182078, 2005, A1. Location in patent: Page/Page column 9; 12
[2] Patent: WO2007/53394, 2007, A1. Location in patent: Page/Page column 14
[3] Chinese Chemical Letters, 2013, vol. 24, # 4, p. 303 - 306
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 16, p. 4779 - 4783
[5] Patent: EP2773638, 2015, B1. Location in patent: Paragraph 0753; 0755

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