Potassium Acetate → HCID 22397176, Verbindung

HRID 411226Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 411226
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[C:10](Cl)[N:11]=[C:12]([CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[CH:13]=2)[N:8]([CH3:25])[CH:7]=1)=[O:5])[CH3:2].C([O-])(=O)C.[K+]>C(O)(C)C.[Pd]>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][N:11]=[C:12]([CH2:17][N:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)[CH:13]=2)[N:8]([CH3:25])[CH:7]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 517044Potassium AcetateHCID 22397142HCID 22397142, Verbindung

Produkt 1

HCID 22397176HCID 22397176, VerbindungAusbeute 711,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A mixture of ethyl-8-chloro-1-methyl-6-(4-morpholinylmethyl)-4-oxo-1,4-dihydro-[1,7]naphthyridine-3-carboxylate (Preparation 45, 0.090 g), potassium acetate (0.015 g) and 10% Pd/C (20 mg) in isopropyl alcohol is hydrogenated (balloon) for 18 hours. The mixture is filtered through celite and the filter cake washed with MeOH. The solvent is evaporated and the crude solid chromatographed with CH2Cl2\CH3OH\TEA (90\9\1) to obtain 0.58 g (70%) of the title compound as an off-white solid. Physical characteristics: MS (ESI+) m/z 332 (M+H).

Aufarbeitung

  1. customfor 18 hours
  2. filtrationThe mixture is filtered through celite
  3. washthe filter cake washed with MeOH
  4. customThe solvent is evaporated
  5. customthe crude solid chromatographed with CH2Cl2\CH3OH\TEA (90\9\1)

Quellen und Nachweise

ORD-Eintrag
ord-21f3a8e2dd974b25bf6c71308ac5e06d
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06559145B2

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