Triethylamine → 4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester

HRID 6811

Reaktionsgleichung

Reaktionsgleichung von HRID 6811
I[C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C/[C:10](/[C:16]([O-:18])=[O:17])=[C:11](\C)/[C:12]([O-:14])=O.[CH2:19](N(CC)CC)C>C([O-])(=O)C.C([O-])(=O)C.[Pd+2].C(#N)C>[O:14]=[C:12]1[CH:11]=[C:10]([C:16]([O:18][CH3:19])=[O:17])[C:2]2[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:4]1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 119952-IodoanilineHCID 5459894Dimethylmaleate

Produkt 1

HCID 1816364-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a heavy-walled PYREX tube was placed 2-iodoaniline (2.84 g, 13 mmol), dimethylmaleate (2.44 g, 17 mmol), triethylamine (1.4 mL, 10 mmol), palladium diacetate (31 mg, 0.14 mmol) and 6 mL acetonitrile. The tube was flushed with nitrogen and sealed. The sealed tube was heated at 100° for 3.5 h then cooled to r.t. The tube was opened and the resulting solids filtered and washed with acetonitrile. The solids were dissolved in chloroform and the solvent removed under vacuum to provide a solid.

Aufarbeitung

  1. customThe tube was flushed with nitrogen
  2. customsealed
  3. temperatureThe sealed tube was heated at 100° for 3.5 h
  4. filtrationthe resulting solids filtered
  5. washwashed with acetonitrile
  6. dissolutionThe solids were dissolved in chloroform
  7. customthe solvent removed under vacuum
  8. customto provide a solid

Quellen und Nachweise

ORD-Eintrag
ord-ce024ddd171d42738801fd911c4752bb
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084156B2

Verknüpfte Notizen

Wird geladen…