Water → Methyl 4[2-methyl-6-(2-oxopyrrolidin-1-yl)pyridin-3-yl]benzoate

HRID 1276291Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1276291
Cl[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[N:13]=[C:12]([CH3:14])[C:11]([C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=2)=[CH:10][CH:9]=1)=[O:6].CC(C)([O-])C.[K+].O>CN(C=O)C>[CH3:14][C:12]1[C:11]([C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][CH:16]=2)=[CH:10][CH:9]=[C:8]([N:7]2[CH2:2][CH2:3][CH2:4][C:5]2=[O:6])[N:13]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 22115876HCID 22115876, VerbindungHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 22115894Methyl 4[2-methyl-6-(2-oxopyrrolidin-1-yl)pyridin-3-yl]benzoateAusbeute 85,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A stirred solution of methyl 4[6-(4-chlorobutanoylamino)-2-methylpyridin-3-yl]benzoate (D8, 0.60 g, 1.7 mmole) in DMF (7 ml) at 25° C. under argon was treated portionwise over 15 minutes with potassium t-butoxide (0.23 g, 2.0 mmole). The mixture was stirred for 3 h, then poured into water (100 ml) and extracted with ethyl acetate. The extract was washed with water, dried (Na2SO4) and concentrated in vacuo to afford the title compound as an orange solid (0.45 g, 85%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-13c0d5e0568a4d0b817845cbcc5478be
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166034

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