Ethanol → HCID 68485664, compound

Reaction equation

C(C1C([N+]([O-])=O)=CC(CC)=[C:8]([N:10]2[C:15](=[O:16])[CH:14]=[CH:13][CH:12]=[N:11]2)[CH:9]=1)(=O)C.[NH2:22][C:23]1[CH:32]=[CH:31][C:30]([F:33])=[C:29]2[C:24]=1[CH:25]=[CH:26][CH:27]=[N:28]2.[CH2:34]([OH:36])[CH3:35]>>[C:34]([C:13]1[C:12]([C:23]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:24]=2)=[N:11][N:10]([CH2:8][CH3:9])[C:15](=[O:16])[C:14]=1[NH:22][C:23]1[CH:32]=[CH:31][C:30]([F:33])=[C:29]2[C:24]=1[CH:25]=[CH:26][CH:27]=[N:28]2)(=[O:36])[CH3:35]

Participants

Reactant 3

HCID 702Ethanol

HCID 167704458-Fluoroquinolin-5-amine

HCID 68893788HCID 68893788, compound

Product 1

HCID 68485664HCID 68485664, compoundYield 66.7%

Procedure

To a stirred solution of 150 mg (0.522 mmol) of 5-acetyl-2-ethyl-4-nitro-phenylpyridazin-3(2H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) in ethanol (8 mL), 5-amino-8-fluoroquinoline (127 mg, 0.783 mmol) (Lee, Jae Keun et al., Bull. Korean Chem. Soc., 1996, 17(1), 90) was added. The resulting mixture was stirred at room temperature for five hours. The solvent was evaporated and the residue purified by column chromatography (silica gel, hexane/ethyl acetate 3:1) to yield the title compound (140 mg, 66.7% yield).