1-Boc-4-(4-amino-phenoxy)-piperidine

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1-Boc-4-(4-amino-phenoxy)-piperidine Basic information
Product Name:1-Boc-4-(4-amino-phenoxy)-piperidine
Synonyms:4-(4-AMINO-PHENOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1N-BOC 4-(4'-AMINOPHENOXY) PIPERIDINE;Boc-4-(4-amino-phenoxy)piperidine;tert-Butyl 4-(4-aminophenoxy)-1-piperidinecarboxylate;tert-Butyl 4-(4-aminophenoxy)tetrahydro-1(2H)-pyridinecarboxylate;4-{[1-(tert-Butoxycarbonyl)piperidin-4-yl]oxy}aniline;1-Piperidinecarboxylic acid, 4-(4-aMinophenoxy)-, 1,1-diMethylethyl ester;N-Boc-4-(4-aminophenoxy)piperidine
CAS:138227-63-1
MF:C16H24N2O3
MW:292.37
EINECS:
Product Categories:pharmacetical
Mol File:138227-63-1.mol
1-Boc-4-(4-amino-phenoxy)-piperidine Structure
1-Boc-4-(4-amino-phenoxy)-piperidine Chemical Properties
Melting point 80-81 °C
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
pka5.11±0.10(Predicted)
AppearanceBrown to dark brown Solid
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
HS Code 2921490090
MSDS Information
1-Boc-4-(4-amino-phenoxy)-piperidine Usage And Synthesis
Synthesis
tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate

138227-62-0

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

138227-63-1

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 Preparation Products And Raw materials
Raw materialstert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate-->Hydrogen-->Methanol-->Ethyl acetate
Tag:1-Boc-4-(4-amino-phenoxy)-piperidine(138227-63-1) Related Product Information
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