Potassium Carbonate → 4-(2-Butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidine

HRID 1592213

Reaktionsgleichung

Reaktionsgleichung von HRID 1592213
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([Cl:27])[C:21]=1[OH:28].[Cl-].[NH4+]>CN(C)C=O>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([O:28][C:21]2[C:20]([Cl:19])=[CH:25][C:24]([F:26])=[CH:23][C:22]=2[Cl:27])[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH3:12]

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 94950Phenol, 2,6-dichloro-4-fluoro-HCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

Produkt 1

HCID 225998254-(2-Butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidineAusbeute 61,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To 2 ml of N,N-dimethylformamide were added 0.2 g of 4-chloro-6-(2-butynyloxy)pyrimidine, 0.23 g of potassium carbonate, and 0.20 g of 2,6-dichloro-4-fluorophenol, followed by stirring at 80° C. for 7 hours. The reaction mixture was then left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with chloroform. The chloroform layers were combined, washed with diluted hydrochloric acid and then with water, and dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 0.22 g of 4-(2-butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidine (the present compound (160)).

Aufarbeitung

  1. waitThe reaction mixture was then left
  2. temperaturefor cooling to room temperature
  3. extractionwas extracted three times with chloroform
  4. washwashed with diluted hydrochloric acid
  5. dry with materialwith water, and dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c47668dd6bc14b65bc4e28ebedbff020
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291730B2

Verknüpfte Notizen

Wird geladen…