Water → 4-[(6-Bromopyridin-2-yl)methyl]morpholine-3-carboxamide

HRID 385990

Reaktionsgleichung

Reaktionsgleichung von HRID 385990
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8]Br)[N:3]=1.Cl.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH:12]1[C:17]([NH2:19])=[O:18].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Br:1][C:2]1[N:3]=[C:4]([CH2:8][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH:12]2[C:17]([NH2:19])=[O:18])[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 129547962-Bromo-6-(bromomethyl)pyridineHCID 67166308HCID 67166308, Verbindung

Produkt 1

HCID 595255734-[(6-Bromopyridin-2-yl)methyl]morpholine-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (150 mg, 0.60 mmol), morpholine-3-carboxamide hydrochloride (100 mg, 0.560 mmol) and potassium carbonate (207 mg, 1.50 mmol) were taken up in DMF (3 mL) and the reaction was maintained at room temperature overnight. Water was then added and the mixture was extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound as an orange oil.

Aufarbeitung

  1. extractionthe mixture was extracted with EtOAc (2×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7cac246ef56c4f029533d89df39a7d61
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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