Hydrochloric Acid → HCID 14422918, compound

HRID 1032011Notes

Reaction equation

HRID 1032011 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.[C:23](#[N:27])[CH2:24][C:25]#[N:26].CC(C)([O-])C.[K+].Cl>O1CCOCC1>[C:25]([CH:24]([C:23]#[N:27])[C:11]1[C:12]([F:14])=[C:13]2[C:8]([C:7](=[O:17])[C:6]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:5][N:4]2[CH:1]2[CH2:2][CH2:3]2)=[CH:9][C:10]=1[F:16])#[N:26]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8010MalononitrileHCID 5354151-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl EsterHCID 23665647Potassium tert-butoxide

Product 1

HCID 14422918HCID 14422918, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.7 g of ethyl 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate and 1.1 g of malononitrile are initially introduced into 30 ml of dioxane. 1.91 g of potassium tert-butoxide are added in portions. The mixture is warmed to 50° for 4 hours, cooled to room temperature, and acidified using HCl, and the red solid is isolated. It is recrystallized from glycol monomethyl ether.

Workup

  1. temperatureThe mixture is warmed to 50° for 4 hours
  2. customthe red solid is isolated
  3. customIt is recrystallized from glycol monomethyl ether

Sources & evidence

ORD record
ord-73181e37d418458b850515f61c9c48f1
Source dataset
uspto-grants-1990_09
Patent number
US04956465

Reaction notes

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