Potassium Carbonate → HCID 68458843, Verbindung

HRID 2356627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2356627
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[C:14]([C:19]#[N:20])[N:13]=1)(=O)C>CO>[OH:10][CH2:11][C:12]1[N:13]=[C:14]([C:19]#[N:20])[CH:15]=[CH:16][C:17]=1[CH3:18]

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 68457478(6-Cyano-3-methyl-2-pyridinyl)methyl acetate

Produkt 1

HCID 68458843HCID 68458843, VerbindungAusbeute 64,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Potassium carbonate (65 mg) was added to a solution of (6-cyano-3-methyl-2-pyridinyl)methyl acetate (2.89 g) in methanol (20 ml) and the mixture stirred under argon at ambient temperature for 2.5 hours. It was concentrated in vacuo to ca. ½ volume and water (40 ml) added. The mixture was neutralized with 5% acetic acid (1.2 ml) and extracted with dichloromethane (40 ml then 2×20 ml). The combined extracts were washed with brine (20 ml), dried (MgSO4) and concentrated in vacuo. The residue was purified by Biotage chromatography eluting with 2:1 hexane:ethyl acetate to afford the title compound (1.45 g, 64%) as a pale buff solid. LC/MS [MH+]=149, RT=1.46 min.

Aufarbeitung

  1. concentrationIt was concentrated in vacuo to ca. ½ volume and water (40 ml)
  2. additionadded
  3. extractionextracted with dichloromethane (40 ml
  4. washThe combined extracts were washed with brine (20 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by Biotage chromatography
  8. washeluting with 2:1 hexane

Quellen und Nachweise

ORD-Eintrag
ord-9e0994d735094a519d98eaf2f04cce2b
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07759369B2

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