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

HRID 2219042

Reaktionsgleichung

Reaktionsgleichung von HRID 2219042
Cl.[NH:2]=[C:3]1[CH2:8][CH2:7][CH2:6][CH2:5][NH:4]1.[CH2:9]([O:16][CH:17]([C:22](=O)[C:23]([O:25][CH3:26])=[O:24])[C:18](OC)=[O:19])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C1CCN2C(=NCCC2)CC1.CCOC(C)=O>CO>[CH2:9]([O:16][C:17]1[C:18](=[O:19])[N:4]2[CH2:5][CH2:6][CH2:7][CH2:8][C:3]2=[N:2][C:22]=1[C:23]([O:25][CH3:26])=[O:24])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 59771073Dimethyl 2-(benzyloxy)-3-oxosuccinateHCID 178479080HCID 178479080, Verbindung

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Commercially available 2-iminopiperidine hydrochloride (1.5 eq) was added at room temperature to a solution of oxosuccinate prepared in Step 1b (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-9d22f86b9a6c4d4baf3b27f9553a02c2
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07414045B2

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