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

HRID 742971
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 742971
C(N(C(C)C)C(C)C)C.[Br-].[Li+].Cl[CH2:13][CH2:14][CH2:15][CH2:16][O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1.[CH3:24][N:25]1[C:30](=[O:31])[C:29]2[CH2:32][NH:33][CH2:34][CH2:35][C:28]=2[NH:27][C:26]1=[O:36]>CN(C)C=O>[CH3:24][N:25]1[C:30](=[O:31])[C:29]2[CH2:32][N:33]([CH2:13][CH2:14][CH2:15][CH2:16][O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)[CH2:34][CH2:35][C:28]=2[NH:27][C:26]1=[O:36]
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Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 82050Lithium BromideHCID 1704882H-Pyran, 2-(4-chlorobutoxy)tetrahydro-HCID 102414233-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

Produkt 1

HCID 194233293-methyl-6-[4-(tetrahydropyran-2-yloxy)butyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dioneAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

27 g of ethyldiisopropylamine, 18 g of lithium bromide and 46 g of 2-(4-chlorobutoxy) tetrahydropyran (86.3% pure according to GC) were added to 36.3 g of 3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione in 1 l of dimethylformamide, with stirring, and the mixture was stirred for 5 h at 70° C. It was concentrated under reduced pressure and 34.5 g of crude 3-methyl-6-[4-(tetrahydropyran-2-yloxy)butyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione were obtained after working-up of the residue by extraction with dichloromethane and water and after drying and concentration of the combined dichloromethane phases, and this crude product was purified by column chromatography on aluminum oxide (actiVity grade III) and elution with dichloromethane/ethanol (volume ratio 90:10).

Aufarbeitung

  1. stirringthe mixture was stirred for 5 h at 70° C
  2. concentrationIt was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7b2a6b2f8d0b47d7a07af6a44b1a050d
Quelldatensatz
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05556854

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