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170011-57-1

170011-57-1 Structure

170011-57-1 Structure
IdentificationBack Directory
[Name]

4-P-AMINOPHENYL-1-BOC-PIPERIDINE
[CAS]

170011-57-1
[Synonyms]

4-P-AMINOPHENYL-1-BOC-PIPERIDINE
1-N-Boc-(4-aminophenyl)piperidine
4-(1-Boc-piperidin-4-yl)-phenylamine, 98%
1-(tert-Butoxycarbonyl)-4-(4-aminophenyl)piperidine
tert-Butyl 4-(4-aminophenyl)-1-piperidinecarboxylate
4-(4-aminophenyl)-1-piperidinecarboxylic acid tert-butyl ester
4-(4-Aminophenyl)piperidine-1-carboxylic acid tert-butyl ester
1-Piperidinecarboxylicacid,4-(4-aMinophenyl)-,1,1-diMethylethylester
[Molecular Formula]

C16H24N2O2
[MDL Number]

MFCD05861405
[MOL File]

170011-57-1.mol
[Molecular Weight]

276.374
Chemical PropertiesBack Directory
[Melting point ]

119 °C
[Boiling point ]

412.7±45.0 °C(Predicted)
[density ]

1.100±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

4.97±0.10(Predicted)
[color ]

White to Yellow to Green
[InChI]

InChI=1S/C16H24N2O2/c1-16(2,3)20-15(19)18-10-8-13(9-11-18)12-4-6-14(17)7-5-12/h4-7,13H,8-11,17H2,1-3H3
[InChIKey]

YRLQFRXDWBFGMK-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC(C2=CC=C(N)C=C2)CC1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2933599590
Hazard InformationBack Directory
[Uses]

1-Boc-4-(4-aminophenyl)piperidine is a useful synthetic intermediate used in the synthesis of FMS inhibitors that may be useful in treating rheumatoid arthritis and other chronic inflammatory diseases.
[Synthesis]

tert-butyl 4-(4-aminophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

873454-43-4

4-P-AMINOPHENYL-1-BOC-PIPERIDINE

170011-57-1

General procedure for the synthesis of tert-butyl 4-(4-aminophenyl)piperidine-1-carboxylate from tert-butyl 4-(4-aminophenyl)-5,6-dihydropyridine-1(2H)-carboxylate: 4-(4-aminophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (0.35 g, 1.2 mmol) (prepared in previous step) was dissolved in methanol and added to a 10% Pd/C catalyst and hydrogenated at 20 psi hydrogen pressure for 1 hour. Upon completion of the reaction, the reaction solution was filtered to remove the catalyst and the filtrate was concentrated to give 0.35 g (100% yield) of tert-butyl 4-(4-aminophenyl)piperidine-1-carboxylate as a yellow solid. Mass spectrum (ESI, m/z): the calculated value of [M+H]+ for C16H24N2O2 was 277.2 and the measured value was 277.1.

[References]

[1] Patent: WO2006/47277, 2006, A2. Location in patent: Page/Page column 58-59
[2] Patent: US2006/281788, 2006, A1. Location in patent: Page/Page column 55
[3] Patent: US2008/51402, 2008, A1. Location in patent: Page/Page column 41
[4] Patent: US2008/114007, 2008, A1. Location in patent: Page/Page column 90
[5] Patent: US2007/60577, 2007, A1. Location in patent: Page/Page column 53
Spectrum DetailBack Directory
[Spectrum Detail]

4-P-AMINOPHENYL-1-BOC-PIPERIDINE (170011-57-1)1HNMR
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