Sulfuric Acid → Ethyl 7-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

HRID 2197726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2197726
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([Cl:17])=[CH:12][CH:13]=2)[N:8](C(C)(C)C)[CH:7]=1)=[O:5])[CH3:2].S(=O)(=O)(O)O>C(O)(C(F)(F)F)=O>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([Cl:17])=[CH:12][CH:13]=2)[NH:8][CH:7]=1)=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 86615483HCID 86615483, Verbindung

Produkt 1

HCID 12804018Ethyl 7-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateAusbeute 93,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidKatalysator

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

The product from Example 13a (0.282 gm, 0.91 mmol) was combined at room temperature with 2 mL of TFA containing 2 drops of sulfuric acid. The resulting mixture was heated at 70° C. for 16.5 h. The volatiles were removed under vacuum and the residue suspended in water. The product was collected by vacuum filtration, water washed and dried under vacuum to give the title compound as a cream colored solid (0.214 gm, 93%).

Aufarbeitung

  1. customThe volatiles were removed under vacuum
  2. filtrationThe product was collected by vacuum filtration, water
  3. washwashed
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-da366b1440fa4dc5b9ee2475d2d6c28f
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338605B2

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