Hydrochloric Acid → 5-Morpholinopicolinic acid

HRID 1892583Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1892583
N1([C:7]([C:9]2[N:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[O:8])CCCCC1.Cl.[OH-:22].[K+]>>[O:18]1[CH2:19][CH2:20][N:15]([C:12]2[CH:11]=[CH:10][C:9]([C:7]([OH:8])=[O:22])=[N:14][CH:13]=2)[CH2:16][CH2:17]1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 671512274-[6-(Piperidin-1-ylcarbonyl)pyridin-3-yl]morpholine

Produkt 1

HCID 582525805-Morpholinopicolinic acidAusbeute 71 %

Versuchsvorschrift

25% KOH (100 mL) was added to 4-[6-(piperidin-1-ylcarbonyl)pyridin-3-yl]morpholine (183 g), and the mixture was refluxed and then neutralized with HCl. The solution was evaporated in vacuum, and the product was extracted with hot isopropanol to give the title compound (yield 71%, 11.5 g). +ESI MS (M+H) 209.7; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.34 (br, s., 1H), 8.03 (d, 1H), 7.65 (dd, 1H), 3.75 (br, s., 4H), 3.40 (br, s., 4H).

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. customThe solution was evaporated in vacuum
  3. extractionthe product was extracted with hot isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-8f88d5d3dfc248af959e4391ce8f5bff
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507681B2

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