Identification | More | [Name]
4-Piperidinopiperidine | [CAS]
4897-50-1 | [Synonyms]
1,4'-BIPIPERIDINE [1,4']BIPIPERIDINYL 1,4'-bipiperidyl 4-(1-PIPERIDINO)PIPERIDINE 4-(1-PIPERIDINYL)PIPERIDINE 4-PIPERIDINOPIPERIDINE AKOS BB-9180 N-(4-PIPERIDINO)PIPERIDINE PIPERIDINOPIPERIDINE(4-) 4-Piperidinopiperidine, techn. 4-PIPERIDINOPIPERIDINE, TECH., 95% 4-Piperidinopiperdine N-(4-Piperidino)piperidine,99% 4-N-Piperidinopiperidine 3-Boc-aminopiperidin 1-(4-PIPERIDINO)PIPERIDINE, 99% 1-Piperidin-4-ylpiperidine 4-Piperidinopiperidine ,98% 1-(4-Piperidinyl)piperidine 1-(Piperidine-4-yl)piperidine | [EINECS(EC#)]
225-522-8 | [Molecular Formula]
C10H20N2 | [MDL Number]
MFCD00006475 | [Molecular Weight]
168.28 | [MOL File]
4897-50-1.mol |
Chemical Properties | Back Directory | [Appearance]
light yellow to yellow-brown crystalline solid | [Melting point ]
64-66 °C (lit.) | [Boiling point ]
287.25°C (rough estimate) | [density ]
0.9725 (rough estimate) | [refractive index ]
1.6011 (estimate) | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Crystalline Solid | [pka]
10.31±0.10(Predicted) | [color ]
Light yellow to yellow-brown | [Detection Methods]
GC,NMR | [InChI]
InChI=1S/C10H20N2/c1-2-8-12(9-3-1)10-4-6-11-7-5-10/h10-11H,1-9H2 | [InChIKey]
QDVBKXJMLILLLB-UHFFFAOYSA-N | [SMILES]
N1(C2CCNCC2)CCCCC1 | [CAS DataBase Reference]
4897-50-1(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HazardClass ]
8 | [HS Code ]
29333990 |
Hazard Information | Back Directory | [Chemical Properties]
light yellow to yellow-brown crystalline solid | [Uses]
Reactant for synthesis of: Arylthiadiazole H3 antagonists1 Water-soluble N-mustards as anticancer agents2 Antitubercular drugs3 Vasopressin1b receptor antagonists4 MDR modulators5 Selective Norepinephrine transporter inhibitors6 | [Definition]
ChEBI:1,4'-bipiperidine is a bipiperidine. | [Synthesis]
General procedure for the synthesis of 4-piperidinylpiperidine from hexahydropyridine and N-tert-butoxycarbonyl-4-piperidone: hexahydropyridine (1.549 g, 18.19 mmol), sodium triacetoxyborohydride (3.85 g, 19.2 mmol) and acetic acid (0.0910 g, 1.52 mmol) were added to a solution of 1-tert-butoxycarbonyl-4-piperidone (3.02 g , 15.2 mmol) in a solution of dichloromethane (25.0 mL). The reaction mixture was stirred at room temperature for 16 hours at 0 °C. Upon completion of the reaction, the reaction solution was cooled to 0 °C, the reaction was quenched by the addition of saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The organic layers were combined, dried with anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in 1.0 N hydrochloric acid and extracted with ethyl acetate. The aqueous phase was alkalized with 48% aqueous sodium hydroxide and extracted again with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in methanol (25.0 mL), concentrated hydrochloric acid (5.0 mL) was added and stirred at 40°C for 12 hours. After the reaction solution was concentrated and dried, the residue was dissolved in distilled water, alkalized with 48% aqueous sodium hydroxide and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 4-(piperidin-1-yl)piperidine (2.04 g, 12.1 mmol, 80% yield) as a white solid. | [References]
[1] Patent: TW2016/2093, 2016, A. Location in patent: Paragraph 0317 |
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