Acetic Acid → 1-Cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

HRID 2269207Notes

Reaction equation

C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[C:10]([O:18][CH3:19])[C:11]([F:17])=[CH:12][CH:13]=2)[N:8]([CH:20]2[CH2:22][CH2:21]2)[CH:7]=1)=[O:5])C.C(O)(=O)C.S(=O)(=O)(O)O>O>[CH:20]1([N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[C:11]([F:17])[C:10]=3[O:18][CH3:19])[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]2)[CH2:21][CH2:22]1

Participants

Conditions

Temperature: 0 °C

Procedure

A quantity of 28.6 g of ethyl-1-cyclopropyl-1,4-dihydro-7-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylate and 300 mL of a mixture of acetic acid, water, sulfuric acid (8/6/1) are refluxed for 2 hours. The reaction mixture is cooled at 0° C. and the desired product collected by filtration.

Workup

filtrationthe desired product collected by filtration

Sources & evidence

ORD record: ord-d46daf4500fd45dc8d74ef78fd34f0eb
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06329391B1

Reaction notes

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