Hydrochloric Acid → HCID 10386045, compound

HRID 1681203Notes

Reaction equation

HRID 1681203 reaction equation
Cl.C([O:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]2[CH:22]=[C:21]3[C:16]([C:17](=[O:31])[C:18]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:19][N:20]3[CH:23]3[CH2:25][CH2:24]3)=[CH:15][C:14]=2[F:32])[CH:10]=[C:9]([CH3:33])[N:8]=1)(=O)C>C(O)C>[CH:23]1([N:20]2[C:21]3[C:16](=[CH:15][C:14]([F:32])=[C:13]([C:11]4[CH:10]=[C:9]([CH3:33])[N:8]=[C:7]([CH2:6][OH:5])[CH:12]=4)[CH:22]=3)[C:17](=[O:31])[C:18]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:19]2)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10094665HCID 10094665, compound

Product 1

HCID 10386045HCID 10386045, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethanolic hydrogen chloride (150 ml) was added to a suspension of 7.5 g ethyl 7-[2-(acetoxymethyl)-6-methyl-4-pyridinyl]-1-cyclopropyl-6-fluoro-1,4dihydro-4-oxo-3-quinolinecarboxylate (Example 17a) in 200 ml absolute ethanol, and the mixture heated at reflux for 90 min. The reaction mixture was concentrated in vacuo to give 6.68 g ethyl 1-cyclopropyl-6-fluoro-7-[2-(hydroxymethyl)-6-methyl-4-pyridinyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylate in the form of its hydrochloride salt, m.p. 240° C.(decompn.).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 90 min
  3. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-9a9d6a9423d34aaa94a43d77b09561c4
Source dataset
uspto-grants-1992_12
Patent number
US05169853

Reaction notes

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