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22540-50-7

22540-50-7 Structure

22540-50-7 Structure
IdentificationBack Directory
[Name]

6-oxopiperidine-3-carboxylic acid
[CAS]

22540-50-7
[Synonyms]

6-Oxonipecotic acid
6-ketonipecotic acid
5-Carboxy-2-piperidone
UKRORGSYN-BB BBV-082263
6-Oxopiperidine-3-carboxy...
2-Piperidone-5-carboxylic acid
6-oxopiperidine-3-carboxylic acid
6-Oxo-3-piperidinecarboxylic acid
Piperidin-2-one-5-carboxylic acid
3-PIPERIDINECARBOXYLIC ACID, 6-OXO-
6-oxopiperidine-3-carboxylic acid(SALTDATA: FREE)
[Molecular Formula]

C6H9NO3
[MDL Number]

MFCD08059985
[MOL File]

22540-50-7.mol
[Molecular Weight]

143.14
Chemical PropertiesBack Directory
[Melting point ]

181 - 184°C
[Boiling point ]

437.0±38.0 °C(Predicted)
[density ]

1.286
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

Solid
[pka]

4.21±0.20(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

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

6-Oxopiperidine-3-carboxylic Acid can be used to treat progranulin associated disorders.
[Synthesis]

1-(2,4-dimethoxybenzyl)-6-oxopiperidine-3-carboxylic acid

1356405-59-8

6-oxopiperidine-3-carboxylic acid

22540-50-7

The optically active compound of 1-(2,4-dimethoxybenzyl)-6-oxopiperidine-3-carboxylic acid (1.36 g) was added to anisole (758 μL) and trifluoroacetic acid (10 mL) as a starting material, and the reaction mixture was stirred for 6 hours at 80 °C. Upon completion of the reaction, the reaction solution was cooled to room temperature and subsequently concentrated under reduced pressure. Diisopropyl ether was added to the concentrated residue and the mixture was stirred at room temperature. The insoluble solid was collected by filtration and dried under reduced pressure to afford the target product 6-oxopiperidine-3-carboxylic acid (628 mg). The structure of the product was confirmed by 1H-NMR (DMSO-D6): δ 1.75-1.88 (m, 1H), 1.91-2.01 (m, 1H), 2.11-2.24 (m, 2H), 2.66-2.73 (m, 1H), 3.21-3.32 (m, 2H), 7.45 (s, 1H), 12.51 (br s, 1H).

[References]

[1] Patent: US2013/85132, 2013, A1. Location in patent: Paragraph 0754; 0771; 0772; 0773
Spectrum DetailBack Directory
[Spectrum Detail]

6-oxopiperidine-3-carboxylic acid(22540-50-7)1HNMR
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