Acetic Acid → 3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

HRID 742961

Reaktionsgleichung

Reaktionsgleichung von HRID 742961
C([N:8]1[CH2:20][CH2:19][C:11]2[NH:12][C:13](=[O:18])[N:14]([CH3:17])[C:15](=[O:16])[C:10]=2[CH2:9]1)C1C=CC=CC=1.C(O)(=O)C>O.[Pd]>[CH3:17][N:14]1[C:15](=[O:16])[C:10]2[CH2:9][NH:8][CH2:20][CH2:19][C:11]=2[NH:12][C:13]1=[O:18]

Komponenten

5

Edukt 2

HCID 176Acetic AcidHCID 100160286-benzyl-3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

Produkt 1

HCID 102414233-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dioneAusbeute 179,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 96 g of 6-benzyl-3-methyl-5,6,7,8-tetra-hydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione from c) in 1.5 1 of glacial acetic acid was debenzylated by hydrogenolysis for 6 h on 14.6 g of 10% palladium/activated charcoal at 25° C. and 3.5 bar. After the catalyst had been filtered off, the filtrate was concentrated under reduced pressure. The above preparation was repeated. The two crude products were combined, dissolved in water and precipitated, with stirring, by the addition of 33% sodium hydroxide solution to pH 6.9. The precipitate was washed with water and dried at 60° C. under reduced pressure to give 115.3 g of 3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione.

Aufarbeitung

  1. filtrationAfter the catalyst had been filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe above preparation
  4. customprecipitated
  5. washThe precipitate was washed with water
  6. customdried at 60° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9554e01e27824ec083075b202565eeed
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05556854

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