Hydrochloric Acid → HCID 23284702, compound

HRID 369283Notes

Reaction equation

Cl.C(OC([NH:9][C:10]1[C:11]([F:35])=[CH:12][C:13]([F:34])=[C:14]([N:16]2[C:25]3[C:20](=[CH:21][C:22]([CH3:27])=[C:23]([F:26])[CH:24]=3)[C:19](=[O:28])[C:18]([C:29]([O:31]CC)=[O:30])=[CH:17]2)[CH:15]=1)=O)(C)(C)C>>[NH2:9][C:10]1[C:11]([F:35])=[CH:12][C:13]([F:34])=[C:14]([N:16]2[C:25]3[C:20](=[CH:21][C:22]([CH3:27])=[C:23]([F:26])[CH:24]=3)[C:19](=[O:28])[C:18]([C:29]([OH:31])=[O:30])=[CH:17]2)[CH:15]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 23284670HCID 23284670, compound

Product 1

HCID 23284702HCID 23284702, compoundYield 85.5%

Procedure

12N Hydrochloric acid (5 ml) was added to ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-fluoro-6-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (400 mg), and the mixture was stirred for 4 hours while heating under reflux. After the reaction mixture was allowed to cool, solids deposited were collected by filtration, washed successively with water and ethanol and dried to obtain the title compound (250 mg) as a pale yellow powder.

Workup

temperaturewhile heating
temperatureunder reflux
temperatureto cool
filtrationsolids deposited were collected by filtration
washwashed successively with water and ethanol
customdried

Sources & evidence

ORD record: ord-3e093aaacdb743b98213190947134636
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06136823

Reaction notes

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