Water → ethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate N-oxide

HRID 335144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 335144
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][N:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:20][C:13]=12.O>C(Cl)Cl>[N+:12]1([O-:9])[CH:17]=[CH:16][CH:15]=[C:14]2[CH2:18][N:19]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:20][C:13]=12

Komponenten

5

Edukt 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 18953634ethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate

Produkt 1

HCID 66995055ethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate N-oxideAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

mCPBA (7.3 g, 30 mmol) was added into a solution of ethyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate (5 g, 26 mmol) in CH2Cl2 (200 mL) and stirred for 2 hours. The reaction was poured into water and extracted with CH2Cl2. The organic layer was washed with aqueous sodium bisulfate, NaHCO3 and brine, dried with Na2SO4, filtered and concentrated to afford the title compound (4 g, 74% yield) as a white solid.

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with aqueous sodium bisulfate, NaHCO3 and brine
  3. dry with materialdried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-15ed5a4d79264b83ae2a2f7429a56439
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883828B2

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