Ammonium formate → 4-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

HRID 2183700

Reaktionsgleichung

Reaktionsgleichung von HRID 2183700
C([N:8]1[CH2:17][CH2:16][C:15]2[C:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[N:13][CH:12]=[N:11][C:10]=2[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[N:18]1([C:14]2[C:15]3[CH2:16][CH2:17][NH:8][CH2:9][C:10]=3[N:11]=[CH:12][N:13]=2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 219836347-Benzyl-4-(morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

Produkt 1

HCID 219836204-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidineAusbeute 69,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

7-Benzyl-4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 5a (0.55 g, 1.77 mmol) was dissolved in methanol (35 mL) under nitrogen. 10% Pd/C (0.55 g) was added under nitrogen followed by ammonium formate (1.12 g, 17.72 mmol) and the mixture was heated to reflux for 12 h. The catalyst was removed by filtration, washed with MeOH and the filtrate was concentrated. Flash column chromatography eluting with 5% MeOH/CH2Cl2 containing 0.5% of NH4OH gave 0.27 g of 4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 6a as a pale yellow dense liquid.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 12 h
  3. customThe catalyst was removed by filtration
  4. washwashed with MeOH
  5. concentrationthe filtrate was concentrated
  6. washFlash column chromatography eluting with 5% MeOH/CH2Cl2 containing 0.5% of NH4OH

Quellen und Nachweise

ORD-Eintrag
ord-2d4abf47ec694ff9bc0cbe77c39b54ad
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900220B2

Verknüpfte Notizen

Wird geladen…