Hydrochloric Acid → HCID 22167227, compound

HRID 1032013Notes

Reaction equation

HRID 1032013 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([F:17])[C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.[C:24]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])#[N:25].[H-].[Na+].Cl>O.O1CCOCC1>[C:24]([CH:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[C:11]1[C:12]([F:14])=[C:13]2[C:8]([C:7](=[O:18])[C:6]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:5][N:4]2[CH:1]2[CH2:3][CH2:2]2)=[C:9]([F:17])[C:10]=1[F:16])#[N:25]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 24758Sodium hydrideHCID 9996650Ethyl 1-cyclopropyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Product 1

HCID 22167227HCID 22167227, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

6.6 of ethyl 1-cyclopropyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate and 3.4 g of ethyl cyanoacetate are initially introduced into 100 ml of dioxane. 1.16 g of NaH are added in portions at room temperature. The mixture is heated to reflux for 6 hours and then diluted using water. After acidification using HCl, 9.4 g of the title compound can be isolated.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 6 hours
  3. additiondiluted

Sources & evidence

ORD record
ord-43c5dbf889374844b2f3e825fed0d150
Source dataset
uspto-grants-1990_09
Patent number
US04956465

Reaction notes

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