Sodium Hydroxide → 6-(4-chloro-2-pyridinyl)-2-pyridin-2-yl-1H-pyrimidin-4-one

HRID 1591578

Reaktionsgleichung

Reaktionsgleichung von HRID 1591578
C(O[C:4](=[O:15])[CH2:5][C:6]([C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][N:9]=1)=O)C.Cl.[C:17]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1)(=[NH:19])[NH2:18].[OH-].[Na+]>C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][N:9]=[C:8]([C:6]2[N:19]=[C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)[N:18]=[C:4]([OH:15])[CH:5]=2)[CH:13]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 12403615Pyridine-2-carboximidamide hydrochlorideHCID 534046173-(4-Chloropyrid-2-yl)-3-oxopropionic acid ethyl ester

Produkt 1

HCID 1785156306-(4-chloro-2-pyridinyl)-2-pyridin-2-yl-1H-pyrimidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

13.15 g (58 mmol) of 3-(4-chloropyrid-2-yl)-3-oxopropionic acid ethyl ester are dissolved in 400 ml of ethanol, and 9.10 g (58 mmol) of 2-amidinopyridine hydrochloride are added. After the addition of 14.44 ml of 4N sodium hydroxide solution, refluxing is carried out for 7 hours. The mixture is cooled and concentrated to a fifth of its original volume. The crude product is filtered off and recrystallised from methanol, yielding 6-(4-chloropyrid-2-yl)-2-pyrid-2-yl-pyrimidin-4-ol in the form of beige needles.

Aufarbeitung

  1. temperaturerefluxing
  2. temperatureThe mixture is cooled
  3. concentrationconcentrated to a fifth of its original volume
  4. filtrationThe crude product is filtered off
  5. customrecrystallised from methanol

Quellen und Nachweise

ORD-Eintrag
ord-50dd2ffd8b7a465cb271288798fa8a71
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291584B2

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