Hydrochloric Acid → HCID 88253326, compound

HRID 1450077Notes

Reaction equation

HRID 1450077 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-a238a380132b4f1a9729cf3f355a2dd5
Source dataset
uspto-grants-1997_02
Patent number
US05599816

Reaction notes

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