Hydrochloric Acid → 2-Methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylic acid

HRID 1612469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1612469
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([O:11]C(C)(C)C)=[O:10])[CH:6]=[C:5]([N:16]2[CH2:20][CH2:19][CH2:18][C:17]2=[O:21])[N:4]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[C:5]([N:16]2[CH2:20][CH2:19][CH2:18][C:17]2=[O:21])[N:4]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 22252983t-Butyl 2-methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylate

Produkt 1

HCID 222530372-Methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

t-Butyl 2-methoxy-6-(2-oxopyrrolidin-1-yl)pyridine-4-carboxylate (D57) (0.27 g) was stirred overnight in a dioxan solution of HCl (4M; 10 mL). The solution was evaporated to dryness and dissolved in sat. aq. sodium bicarbonate. The basic aqueous solution was washed twice with ether and was then acidified to pH4 with citric acid solution (10% aq.), saturated with NaCl and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried and evaporated to a solid which was triturated with water, collected by filtration and dried at 50° C. in vacuo (silica gel desiccant). The title compound (D58) was obtained as an off-white solid (0.141 g).

Aufarbeitung

  1. customThe solution was evaporated to dryness
  2. dissolutiondissolved in sat. aq. sodium bicarbonate
  3. washThe basic aqueous solution was washed twice with ether
  4. extractionextracted three times with ethyl acetate
  5. washThe combined extracts were washed with brine
  6. customdried
  7. customevaporated to a solid which
  8. customwas triturated with water
  9. filtrationcollected by filtration
  10. customdried at 50° C. in vacuo (silica gel desiccant)

Quellen und Nachweise

ORD-Eintrag
ord-aecc84ac612b42df8ca01712cd73b4cb
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992103B2

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