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

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Reaction Steps

In the described fashion of Example 1 replacing benzaldehyde with 4-hydroxybenzaldehyde 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-hydroxybenzylidene)amino-1-pyrrolidinyl)-quinoline-3-carboxylic acid (3) (R=cyclopropyl, Z=p-hydroxyphenyl); m.p. 273°-275° C.; Mass Spectrum, M/Z 435. Analytical Calculation for C24H22FN3O4.1/2H2O: C, 66.21; H, 5.06; N, 9.65. Found: C, 64.83; H, 5.01; N, 9.13.

Provenance & Evidence