N,N-Dimethylaniline → 4-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

HRID 1872547

Reaktionsgleichung

Reaktionsgleichung von HRID 1872547
O=P(Cl)(Cl)[Cl:3].O=[C:7]1[NH:12][C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[N:10][C:9]2[S:19][C:20]([CH3:22])=[CH:21][C:8]1=2.CN(C)C1C=CC=CC=1>>[Cl:3][C:7]1[C:8]2[CH:21]=[C:20]([CH3:22])[S:19][C:9]=2[N:10]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[N:12]=1

Komponenten

4

Edukt 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 232879063,4-Dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

Produkt 1

HCID 184604134-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

Versuchsvorschrift

The substitution of the keto group by Cl, with formation of the aromatic pyrmidine ring, takes place under standard conditions. A mixture of 18 ml of POCl3 and 6 g of 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine with addition of 1.8 ml of N,N-dimethylaniline is boiled for 4 hours. After customary work-up, 5 g of 4-chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine are obtained.

Quellen und Nachweise

ORD-Eintrag
ord-4c70c1bf36744deaba06bcee38983ec3
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06110920

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