Sodium Hydroxide → 4-Chloro-N-(4-fluorophenyl)-5,6-dimethylpyrimidin-2-amine

HRID 1069394Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1069394
O[C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[N:5]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[N:3]=1.P(Cl)(Cl)([Cl:20])=O.[OH-].[Na+]>CN(C)C=O>[Cl:20][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[N:5]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178433118HCID 178433118, Verbindung

Produkt 1

HCID 99923764-Chloro-N-(4-fluorophenyl)-5,6-dimethylpyrimidin-2-amineAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

40.5 g (174.1 mmole) of 2-(4-fluorophenylamino)-4-hydroxy-5,6-dimethylpyrimidine produced in Example 1 was suspended in 80 ml of N,N-dimethylformamide and the resulting suspension was heated to 80° C. 31.9 g (19.4 ml, 210.1 mmole) of phosphorus oxychloride was added thereto over one hour at constant temperature of 85° C. The reaction solution was stirred for 30 minutes and then 400 g of ice-water was added thereto with stirring. The mixture was adjusted to pH 11 by adding sodium hydroxide and then the resulting solid product was filtered. The separated solid product was washed with 150 ml of 50% aqueous methanol solution and then dried to obtain 42.3 g of the title compound.

Aufarbeitung

  1. stirringwith stirring
  2. filtrationthe resulting solid product was filtered
  3. washThe separated solid product was washed with 150 ml of 50% aqueous methanol solution
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c62cba1c5c884d44a819a00b7e24e16a
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06252076B1

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