Potassium Carbonate → HCID 117667312, Verbindung

HRID 712666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 712666
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:16]=[C:17]3[C:22](=[N:23][CH:24]=2)[N:21]([C:25]([NH:27]C(=O)C2C=CC=CC=2)=[O:26])[CH2:20][CH2:19][CH2:18]3)[CH:12]=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CCO>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:16]=[C:17]3[C:22](=[N:23][CH:24]=2)[N:21]([C:25]([NH2:27])=[O:26])[CH2:20][CH2:19][CH2:18]3)[CH:12]=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 117667367HCID 117667367, Verbindung

Produkt 1

HCID 117667312HCID 117667312, VerbindungAusbeute 40,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of N-[6-(5-benzyloxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carbonyl]-benzamide (620 mg, 1.3 mmol) in EtOH (23 ml) is added potassium carbonate (276 mg, 2.0 mmol). The resultant mixture is heated at reflux for 15 min. After cooling to rt, the solid is removed by filtration and the filtrate is concentrated under vacuum. The residue is dissolved in DCM, washed with water and brine, and is dried (Na2SO4). The solvent is evaporated and the crude product is purified by silica gel column to afford 6-(5-benzyloxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide (188 mg).

Aufarbeitung

  1. temperatureat reflux for 15 min
  2. customthe solid is removed by filtration
  3. concentrationthe filtrate is concentrated under vacuum
  4. dissolutionThe residue is dissolved in DCM
  5. washwashed with water and brine
  6. dry with materialis dried (Na2SO4)
  7. customThe solvent is evaporated
  8. customthe crude product is purified by silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-480fadfbceec4e2086afe51f5b3523dc
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181272B2

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