Diisopropylethylamine → 3-methyl-6-[2-(tetrahydropyran-2-yloxy) ethyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

HRID 742968

Reaktionsgleichung

C(N(C(C)C)C(C)C)C.Cl[CH2:11][CH2:12][O:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1.[CH3:20][N:21]1[C:26](=[O:27])[C:25]2[CH2:28][NH:29][CH2:30][CH2:31][C:24]=2[NH:23][C:22]1=[O:32]>CN(C)C=O>[CH3:20][N:21]1[C:26](=[O:27])[C:25]2[CH2:28][N:29]([CH2:11][CH2:12][O:13][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][O:15]3)[CH2:30][CH2:31][C:24]=2[NH:23][C:22]1=[O:32]

Komponenten

Reaktionsbedingungen

Temperatur: 70 °C

Versuchsvorschrift

40 g of ethyldiisopropylamine and 52.5 g of 2-(2-chloroethoxy)tetrahydropyran (96% pure according to GC) were added to 54.5 g of 3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione in 1.5 l of dimethylformamide, with stirring, and the mixture was heated for 30 h at 70° C. It was concentrated under vacuum, the residue was worked up by extraction with dichloromethane and water and the combined dichloromethane phases were dried and concentrated to give 25 g of 3-methyl-6-[2-(tetrahydropyran-2-yloxy) ethyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione, which was purified by bulb-tube distillation at a bath temperature of 80° C. and 0.1 mbar and by column chromatography on aluminum oxide (activity grade III) and elution with dichloromethane/ethanol (volume ratio 95:5).

Aufarbeitung

concentrationIt was concentrated under vacuum
extractionthe residue was worked up by extraction with dichloromethane and water
dry with materialthe combined dichloromethane phases were dried
concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag: ord-6ae4c7e74ba84d6cad493162d6d6eab2
Quelldatensatz: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05556854

Verknüpfte Notizen

Wird geladen…