1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE Chemical Properties

Boiling point:

430.3±35.0 °C(Predicted)

Density 

1.140±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

5.11±0.10(Predicted)

Appearance

Brown to dark brown Solid

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

HS Code 

2921490090

1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-Boc-4-(4-aminophenoxy)piperidine from tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate was as follows: 4-(1-tert-butoxycarbonylpiperidin-4-yloxy)nitrobenzene (11.9 g) obtained in Reference Example 105 was dissolved in methanol (100 mL) and palladium-carbon catalyst (1.9 g) was added. The reaction mixture was stirred at room temperature for 4 hours in a hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of hexane and ethyl acetate in the ratio of 1:1, v/v. The final product was 1-Boc-4-(4-aminophenoxy)piperidine (10.7 g, 99% yield) as a light red solid.1H NMR (400 MHz, CDCl3) δ ppm: 1.46 (9H, s), 1.71 (2H, m). 1.87 (2H, m), 3.27 (2H, m), 3.71 (2H, m), 4.26 (1H, m), 6.63 (2H, d, J = 8.5 Hz), 6.76 (2H, d, J = 8.5 Hz).

References

[1] Chemical and Pharmaceutical Bulletin, 2008, vol. 56, # 6, p. 758 - 770
[2] Patent: EP1375482, 2004, A1. Location in patent: Page 159
[3] Bioorganic and medicinal chemistry, 2002, vol. 10, # 5, p. 1509 - 1523
[4] European Journal of Medicinal Chemistry, 2016, vol. 117, p. 1 - 7
[5] Patent: WO2015/92431, 2015, A1. Location in patent: Page/Page column 205; 206

1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE(138227-63-1)Related Product Information

• 1-N-BOC-4-(4-AMINO-2-METHYLPHENOXY)PIPERIDINE
• 6-ACETYLAMINO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN
• 6-ACETYLAMINO-4-OXO-2-SPIRO(N-BOC-PIPERIDINE-4-YL)-BENZOPYRAN
• tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate
• 1-BOC-4-(4-AMINO-PHENOXY)-PIPERIDINE
• 1N-BOC 4-(2'-METHYL-4'-NITROPHENOXY) PIPERIDINE