Sodium Bicarbonate → 2-(6-Methoxypyridin-3-yl)acetamide

HRID 2176882Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2176882
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.C(=O)(O)[O-:13].[Na+]>>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][C:10]([NH2:11])=[O:13])=[CH:5][CH:4]=1

Komponenten

3

Edukt 2

HCID 516892Sodium BicarbonateHCID 45079846(6-Methoxypyridin-3-yl)acetonitrile

Produkt 1

HCID 673832592-(6-Methoxypyridin-3-yl)acetamideAusbeute 52,2 %

Versuchsvorschrift

The compound 2-(6-methoxypyridin-3-yl)acetonitrile (0.60 g, 4.05 mmol) in poly phosphoric acid (6 g) was stirred at 95° C. for 1 h. The reaction mixture was neutralized with saturated sodium bicarbonate solution and the compound was extracted with DCM (3×20 ml). The combined organic layers were washed with brine (15 ml), dried over anhydrous sodium sulfate, filtered and concentrated under vacuo. The crude compound was washed with ether (2×5 ml) to afford 350 mg (52.2%) of 2-(6-methoxypyridin-3-yl)acetamide as white color solid.

Aufarbeitung

  1. extractionthe compound was extracted with DCM (3×20 ml)
  2. washThe combined organic layers were washed with brine (15 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuo
  6. washThe crude compound was washed with ether (2×5 ml)

Quellen und Nachweise

ORD-Eintrag
ord-900f435d1ed544e8bb7bcccb90c0fc46
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09067888B2

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