Hydrochloric Acid → 1-(4-Fluorophenyl)-5-methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1281Notes

Reaction equation

HRID 1281 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:17]3[C:12](=[C:13]([CH3:20])[C:14]([F:19])=[C:15]([F:18])[CH:16]=3)[C:11](=[O:21])[C:10]([C:22]([O:24]CC)=[O:23])=[CH:9]2)=[CH:4][CH:3]=1.Cl>C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:17]3[C:12](=[C:13]([CH3:20])[C:14]([F:19])=[C:15]([F:18])[CH:16]=3)[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14651265HCID 14651265, compound

Product 1

HCID 146512641-(4-Fluorophenyl)-5-methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidYield 94.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Employing ethyl 1-(4-fluorophenyl)-5-methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (0.56 g), conc. hydrochloric acid (1.5 ml), and 90% acetic acid (6 ml), the procedure of Reference Example 10 is repeated to give 1-(4-fluorophenyl)-5-methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.49 g), as white crystals, m.p. 255°-257° C.

Sources & evidence

ORD record
ord-ae2d2dcbbfdb4f1f9dfb58ab8ece22a4
Source dataset
uspto-grants-1998_03
Patent number
US05723648

Reaction notes

Loading…