Acetic Acid → 6,7-Dimethoxy-4-[(1-oxo-2,3-dihydro-1H-inden-4-yl)amino]-3-quinolinecarboxamide

HRID 1822853

Reaktionsgleichung

Reaktionsgleichung von HRID 1822853
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([NH2:18])=[O:17].[NH2:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:21]=1[CH2:22][CH2:23][C:24]2=[O:29].C(O)(=O)C.C([O-])(O)=O.[Na+]>CN(C=O)C.O>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][C:3]([C:16]([NH2:18])=[O:17])=[C:2]2[NH:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:21]=1[CH2:22][CH2:23][C:24]2=[O:29]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 221702044-Chloro-6,7-dimethoxyquinoline-3-carboxamideHCID 221702144-amino-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 221702646,7-Dimethoxy-4-[(1-oxo-2,3-dihydro-1H-inden-4-yl)amino]-3-quinolinecarboxamideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-chloro-6,7-dimethoxy-3-quinolinecarboxamide (0.046 g, 0.17 mmol), 4-amino-1-indanone (0.036 g, 0.24 mmol) and acetic acid (40 μl) in DMF (0.6 ml) was heated at 100° C. for 1 h 45 min. After cooling, the mixture was diluted with water and made alkaline with saturated NaHCO3. The precipitate was collected by filtration, washed with water and dried to give title compound (59 mg, 90%).

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a08ab8a4132a4a96847310ecd47f69b4
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07037925B2

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