ChemicalBook--->CAS DataBase List--->19733-56-3

19733-56-3

19733-56-3 Structure

19733-56-3 Structure
IdentificationBack Directory
[Name]

4-piperidin-3-ylaniline
[CAS]

19733-56-3
[Synonyms]

4-piperidin-3-ylaniline
3-(4-Aminophenyl)piperidine
4-Piperidin-3-yl-phenylamine
4-(piperidin-3-yl)benzenamine
Benzenamine, 4-(3-piperidinyl)-
[Molecular Formula]

C11H16N2
[MDL Number]

MFCD11047425
[MOL File]

19733-56-3.mol
[Molecular Weight]

176.26
Chemical PropertiesBack Directory
[Melting point ]

96-97 °C
[Boiling point ]

331.9±35.0 °C(Predicted)
[density ]

1.043±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

10.26±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

4-(Piperidin-3-yl)aniline is a reagent in the development of the fit-for-purpose large-scale synthesis of oral PARP inhibitor.
[Synthesis]

3-(4-NITROPHENYL)PYRIDINE

4282-46-6

4-piperidin-3-ylaniline

19733-56-3

General procedure for the synthesis of 4-(piperidin-3-yl)aniline from 3-(4-nitrophenyl)pyridine: 3-(4-nitrophenyl)pyridine (20.0 g), methanol (180 mL), and 0.1 M hydrochloric acid were added to a hydrogenation reactor, and the reaction was carried out by the method described in reference to the literature (Org. Process Res. Dev. 2011, 15, 831-840) . This was done as follows: 3-(4-nitrophenyl)pyridine was added to the reactor, followed by the addition of PtO2 (2 g). The reaction system was evacuated and displaced with nitrogen, and then the reaction mixture was cooled to 10 °C. The reaction mixture was heated to 40 °C with continuous stirring for 18 hours. After completion of the reaction, the mixture was cooled to room temperature, neutralized with sodium hydroxide solution, extracted with isopropyl acetate and the extract was concentrated to give the product.The yield of N-(4-(pyridin-3-yl)phenyl)hydroxylamine was 4.2%.

[References]

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 22, p. 7170 - 7185
[2] Patent: CN106432054, 2017, A. Location in patent: Paragraph 0045; 0046
[3] Organic Process Research and Development, 2011, vol. 15, # 4, p. 831 - 840
[4] Patent: CN106432055, 2017, A
[5] Patent: CN106749181, 2017, A
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