Methanol → Methyl 3-(benzyloxy)-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-2-carboxylate

HRID 2426256

Reaktionsgleichung

Reaktionsgleichung von HRID 2426256
Cl.[NH:2]=[C:3]1[CH2:8][CH2:7][CH2:6][CH2:5][NH:4]1.[O:9]=[C:10](CC([O-])=O)[C:11]([O-:13])=O.[CH2:18]1[CH2:28][CH2:27]N2[C:21](=NCCC2)[CH2:20][CH2:19]1.C[CH2:30][O:31][C:32]([CH3:34])=[O:33].[CH3:35]O>>[CH2:35]([O:13][C:11]1[C:10](=[O:9])[N:4]2[CH2:5][CH2:6][CH2:7][CH2:8][C:3]2=[N:2][C:34]=1[C:32]([O:31][CH3:30])=[O:33])[C:21]1[CH:20]=[CH:19][CH:18]=[CH:28][CH:27]=1

Komponenten

6

Edukt 5

HCID 887MethanolHCID 8857Ethyl AcetateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 164550OxalacetateHCID 178479080HCID 178479080, Verbindung

Produkt 1

HCID 59771042Methyl 3-(benzyloxy)-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-2-carboxylate

Versuchsvorschrift

Commercially available 2-iminopiperidine hydrochloride (1.5 eq) was added at room temperature to a solution of oxosuccinate prepared in Step 1 b (1 eq) in MeOH. After dropwise addition of neat DBU (4.5 eq), the reaction mixture was stirred for 2 days. Evaporation of the solvent gave a residue that was taken into EtOAc and washed with 1N HCl and brine; the organic layer was dried on Na2SO4 and the solvent removed. The crude was used without further purification.

Aufarbeitung

  1. customEvaporation of the solvent
  2. customgave a residue that
  3. washwashed with 1N HCl and brine
  4. customthe organic layer was dried on Na2SO4
  5. customthe solvent removed
  6. customThe crude was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-cadc7bedb6f049e8ac365a03c6d488fa
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968553B2

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