Benzaldehyde → 1-p-Fluorophenyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-(4-methoxybenzylidene)amino-1-pyrrolidinyl)-quinoline-3-carboxylic acid

Reaktionsgleichung

[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C1C=CC([CH:18]=[O:19])=CC=1)C.[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]2[C:36]3[C:31](=[CH:32][C:33]([F:43])=[C:34]([N:37]4[CH2:41][CH2:40][CH:39]([NH2:42])[CH2:38]4)[CH:35]=3)[C:30](=[O:44])[C:29]([C:45]([OH:47])=[O:46])=[CH:28]2)=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]2[C:36]3[C:31](=[CH:32][C:33]([F:43])=[C:34]([N:37]4[CH2:41][CH2:40][CH:39]([N:42]=[CH:1][C:2]5[CH:7]=[CH:6][C:5]([O:19][CH3:18])=[CH:4][CH:3]=5)[CH2:38]4)[CH:35]=3)[C:30](=[O:44])[C:29]([C:45]([OH:47])=[O:46])=[CH:28]2)=[CH:23][CH:22]=1

Komponenten

Edukt 3

HCID 240Benzaldehyde

HCID 74794-(Dimethylamino)Benzaldehyde

HCID 135006571-p-Fluorophenyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-amino-1-pyrrolidinyl)-quinoline-3-carboxylic acid

Produkt 1

HCID 142300191-p-Fluorophenyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-(4-methoxybenzylidene)amino-1-pyrrolidinyl)-quinoline-3-carboxylic acid

Versuchsvorschrift

In the described fashion of Example 1 replacing benzaldehyde with 4-N,N-dimethylaminobenzaldehyde and using the acid (1) (R=cyclopropyl) described in Example 19 one obtains 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-(4-N,N-dimethylaminobenzylidene)amino-1-pyrrolidinyl)-quinoline-3-carboxylic acid (3) (R=cyclopropyl, Z=4-N,N-dimethylaminophenyl).