Hydrochloric Acid → HCID 23284750, compound

HRID 369289Notes

Reaction equation

Cl.C(O[C:7]([N:9]([C:11]1[C:12]([F:37])=[CH:13][C:14]([F:36])=[C:15]([N:17]2[C:26]3[C:21](=[CH:22][C:23]([F:29])=[C:24]([F:28])[C:25]=3[CH3:27])[C:20](=[O:30])[C:19]([C:31]([O:33]CC)=[O:32])=[CH:18]2)[CH:16]=1)C)=O)(C)(C)C>>[F:29][C:23]1[CH:22]=[C:21]2[C:26](=[C:25]([CH3:27])[C:24]=1[F:28])[N:17]([C:15]1[CH:16]=[C:11]([NH:9][CH3:7])[C:12]([F:37])=[CH:13][C:14]=1[F:36])[CH:18]=[C:19]([C:31]([OH:33])=[O:32])[C:20]2=[O:30]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 23284755HCID 23284755, compound

Product 1

HCID 23284750HCID 23284750, compoundYield 80.2%

Procedure

12N Hydrochloric acid (4 ml) was added to ethyl 1-[5-(N-tert-butoxycarbonyl-N-methylamino)-2,4-difluorophenyl]-6,7-difluoro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (400 mg), and the mixture was stirred for 3 days while heating under reflux. After the reaction mixture was allowed to cool, solids were collected by filtration, washed with ethanol and dried to obtain the title compound (240 mg) as a colorless powder.

Workup

temperaturewhile heating
temperatureunder reflux
temperatureto cool
filtrationsolids were collected by filtration
washwashed with ethanol
customdried

Sources & evidence

ORD record: ord-45576403dc3e42aa8b3ff4c870b5c843
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136823

Reaction notes

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