Hydrochloric Acid → HCID 88253326, compound

HRID 1872Notes

Reaction equation

HRID 1872 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([C:24]([O:26]CC)=[O:25])[C:6](=[O:23])[N:7]2[C:12]=1[C:11]([F:13])=[C:10]([N:14]1[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]1)[C:9]([F:21])=[C:8]2[F:22])[CH3:2].[OH-].[Na+].[ClH:31]>C1COCC1>[ClH:31].[CH2:1]([C:3]1[CH:4]=[C:5]([C:24]([OH:26])=[O:25])[C:6](=[O:23])[N:7]2[C:12]=1[C:11]([F:13])=[C:10]([N:14]1[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]1)[C:9]([F:21])=[C:8]2[F:22])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19691351Ethyl 1-ethyl-8-(4-methylpiperazin-1-yl)-6,7,9-trifluoro-4H-quinolizin-4-one-3-carboxylate

Product 1

HCID 88253326HCID 88253326, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 199 mg (0.5 mmol) of ethyl 1-ethyl-8-(4-methylpiperazin-1-yl)-6,7,9-trifluoro-4H-quinolizin-4-one-3-carboxylate, from Step 5, in 4 mL of THF is added 4.0 mL of a 1.0N aqueous sodium hydroxide solution and the reaction mixture is heated, with stirring, at 75° C. for 4.5 hours. The reaction mixture is cooled to ambient temperature and adjusted to pH 2 with 5 mL of 1N aqueous hydrochloric acid solution. The aqueous solution is concentrated in vacuo to ~5 mL and the solid is collected by filtration and dried in vacuo to afford the title compound.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureThe reaction mixture is cooled to ambient temperature
  3. concentrationThe aqueous solution is concentrated in vacuo to ~5 mL
  4. filtrationthe solid is collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-bc06e3b96a4d464db4a5d7e744be556b
Source dataset
uspto-grants-1998_03
Patent number
US05726182

Reaction notes

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