Water → HCID 15136243, compound

HRID 981277Notes

Reaction equation

HRID 981277 reaction equation
[CH:1]1([C:4]2[C:23]([F:24])=[C:22](F)[C:7]([C:8]([C:10](=[CH:16][NH:17][CH:18]([CH3:21])[CH2:19][OH:20])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[C:6]([F:26])[C:5]=2[F:27])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH:1]1([C:4]2[C:23]([F:24])=[C:22]3[C:7]([C:8](=[O:9])[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][N:17]3[CH:18]([CH3:21])[CH2:19][OH:20])=[C:6]([F:26])[C:5]=2[F:27])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 178472012HCID 178472012, compound

Product 1

HCID 15136243HCID 15136243, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 3 ml of N,N-dimethylformamide was dissolved 300 mg of ethyl 2-(4-cyclopropyl-2,3,5,6-tetrafluorobenzoyl)-3-(2-hydroxy-1-methylethylamino)acrylate. To the resulting solution was added 130 mg of potassium carbonate. The resulting mixture was stirred at 80°-90° C. for 30 minutes, and 20 ml of water was added to the reaction mixture. The resulting crystals were collected by filtration to obtain 240 mg (yield: 84.5%) of ethyl 7-cyclopropyl-5,6,8-trifluoro-1-(2-hydroxy-1-methylethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate.

Workup

  1. filtrationThe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-260a8f78bd7e499e9edaf90942cb2785
Source dataset
uspto-grants-1991_02
Patent number
US04990508

Reaction notes

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