| Identification | Back Directory | [Name]
1-(METHYLSULFONYL)PIPERIDIN-4-AMINE | [CAS]
402927-97-3 | [Synonyms]
AKOS B025717
ART-CHEM-BB B025717
4-AMino-1-(Methanesulfony...
1-(METHYLSULFONYL)PIPERIDIN-4-AMINE
1-(Methylsulfonyl)-4-piperidinamine
4-AMino-1-(Methylsulfonyl)piperidine
1-(Methylsulfonyl)-4-aMinopiperidine
4-AMINO-1-METHANESULFONYLPIPERIDINE
1-Methanesulfonyl-piperidin-4-ylamine
4-Piperidinamine, 1-(methylsulfonyl)-
4-Amino-N-1-(methylsulfonyl)piperidine
1-(methylsulfonyl)-4-piperidinamine 1HCl
1-(methylsulfonyl)-4-piperidinamine(SALTDATA: HCl) | [Molecular Formula]
C6H14N2O2S | [MDL Number]
MFCD06805736 | [MOL File]
402927-97-3.mol | [Molecular Weight]
178.25 |
| Chemical Properties | Back Directory | [Boiling point ]
296.0±50.0 °C(Predicted) | [density ]
1.27±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
9.45±0.20(Predicted) | [Appearance]
White to light yellow Solid | [InChI]
InChI=1S/C6H14N2O2S/c1-11(9,10)8-4-2-6(7)3-5-8/h6H,2-5,7H2,1H3 | [InChIKey]
FLQSRSQNICPZIH-UHFFFAOYSA-N | [SMILES]
N1(S(C)(=O)=O)CCC(N)CC1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1-methylsulfonyl-4-aminopiperidine from 1-MS-4-Boc-aminopiperidine: 6.30 g (22.63 mmol) of tert-butyl (1-methylsulfonyl-piperidin-4-yl)-carbamate was dissolved in 74 mL of dichloromethane (DCM) followed by the addition of 17.4 mL (226 mmol) of trifluoroacetic acid (TFA). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was diluted with diethyl ether at 40 °C, the precipitate was collected by filtration, washed with water and dried. The dried product was dissolved in methanol (MeOH), polymer-loaded bicarbonate (PL-HCO3 MP resin, Agilent Technologies) was added, and the suspension was stirred for several minutes. The resin was subsequently removed by filtration and the solvent was removed by distillation under reduced pressure to give 4.00 g of 1-methylsulfonyl-piperidin-4-ylamine. Yield: 99%; ESI-MS: 179 [M + H]+; HPLC (retention time): 0.26 min (Method E). | [References]
[1] Patent: US8865744, 2014, B1. Location in patent: Page/Page column 26
[2] Patent: WO2014/184327, 2014, A1. Location in patent: Page/Page column 27
[3] Patent: US2015/225367, 2015, A1. Location in patent: Paragraph 0406
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 22, p. 6549 - 6560
[5] Bioorganic Chemistry, 2015, vol. 61, p. 21 - 27 |
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