Hydrochloric Acid → 4-Quinolone-3-carboxylic acid

HRID 1865220Notes

Reaction equation

HRID 1865220 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]1[C:12]([OH:14])=[O:13].[OH-].[Na+].Cl>>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=[C:3]1[C:12]([OH:14])=[O:13]

Participants

4

Procedure

1-Cyclopropyl-6-fluoro-8-methoxy-7-{4-amino-3-alkyl/3,3-dialkyl/3,5-dialkyl-1-piperidinyl}-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid and enantiomers were prepared by hydrolysis of racemic or optically active 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-{4-benzyloxycarbonylamino/t-butyloxycarbonylamino/ethoxycarbonylamino-3-alkyl/3,3-dialkyl/3,5-dialkyl-1-piperidinyl)-4-oxo-quinoline-3-carboxylic acid with aqueous alkali preferably aqueous sodium hydroxide or inorganic acid such as hydrochloric acid at ambient temperature for 2-12 hr.

Sources & evidence

ORD record
ord-17479923586e4128bc594c874da9175e
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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