Potassium Carbonate → 4-(2-Butynyloxy)-6-(2,3-difluorophenoxy)pyrimidine

HRID 1759828

Reaktionsgleichung

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

Komponenten

Reaktionsbedingungen

Temperatur: 60 °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 0.17 g of 2,3-difluorophenol, followed by stirring at 60° 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 0.17 g of 4-(2-butynyloxy)-6-(2,3-difluorophenoxy)pyrimidine (the present compound (39)).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag: ord-de704a130de44c2e86846c8caf34db25
Quelldatensatz: uspto-grants-2005_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06838463B2

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