Hydrochloric Acid → 5-Morpholinopicolinic acid

HRID 2064240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2064240
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 (18.3 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-5d5fcc09e7bf492e851e776f5e41c8b3
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288405B2

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