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

Participants

Role	Name	HCID	Charge
Reactant	Acetic Acid	HCID 176	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	4-Chloro-6,7-dimethoxyquinoline-3-carboxamide	HCID 22170204	—
Reactant	4-amino-2,3-dihydro-1H-inden-1-one	HCID 22170214	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	6,7-Dimethoxy-4-[(1-oxo-2,3-dihydro-1H-inden-4-yl)amino]-3-quinolinecarboxamide	HCID 22170264	92%

Reaction Conditions

Temperature	100 °C

Reaction Steps

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%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07037925B2
Source dataset	uspto-grants-2006_05
ORD ID	ord-a08ab8a4132a4a96847310ecd47f69b4
Source note	uspto-grants-2006_05