Hydrochloric Acid → 1-Cyclopropyl-6,8-difluoro-7-(3-amino-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride

HRID 1651412Notes

Reaction equation

HRID 1651412 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([N:15]4[CH2:18][C:17]([NH2:20])([CH3:19])[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5]2)[CH2:3][CH2:2]1.[ClH:26].C(OCC)C>CO>[ClH:26].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([N:15]4[CH2:16][C:17]([NH2:20])([CH3:19])[CH2:18]4)[C:12]=3[F:14])[C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 130229E 4441

Product 1

HCID 679020081-Cyclopropyl-6,8-difluoro-7-(3-amino-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochlorideYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g (1.4 mmoles) of 1-cyclopropyl-6,8-difluoro-7-(3-amino-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are suspended in 10 ml of methanol, and to this is added an excess of a methanolic solution of gaseous hydrogen chloride. The mixture is agitated for 30 minutes, and ethyl ether and petroleum ether are added. After filtering, washing with ethyl ether and drying by heating, 0.45 g (82%) of 1-cyclopropyl-6,8-difluoro-7-(3-amino-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride are obtained, melting at 249°-250° C.

Workup

  1. filtrationAfter filtering
  2. washwashing with ethyl ether
  3. customdrying
  4. temperatureby heating

Sources & evidence

ORD record
ord-4621e0758e7044b6bd2b69106724d53f
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

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