Potassium Carbonate → Ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

HRID 2302221Notes

Reaction equation

HRID 2302221 reaction equation
[C:1]([C:3]1[C:4](F)=[C:5]([CH:19]=[C:20]([F:23])[C:21]=1[F:22])[C:6]([C:8](=[CH:14][NH:15][CH:16]1[CH2:18][CH2:17]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7])#[N:2].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([C:3]1[C:21]([F:22])=[C:20]([F:23])[CH:19]=[C:5]2[C:4]=1[N:15]([CH:16]1[CH2:18][CH2:17]1)[CH:14]=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:6]2=[O:7])#[N:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178471876HCID 178471876, compound

Product 1

HCID 18417531Ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The reaction product from stage f and 27.6 g of potassium carbonate are stirred at room temperature for 16 hours in 80 ml of dimethylformamide. The reaction mixture is then added to 750 ml of ice water, and the solid is filtered off with suction and washed with 80 ml of cold methanol. After drying, 47 g of ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate of melting point 209-211° C. are obtained.

Workup

  1. filtrationthe solid is filtered off with suction
  2. washwashed with 80 ml of cold methanol
  3. customAfter drying

Sources & evidence

ORD record
ord-1ff7cb68f6e44bb4a91570b0b144dfb9
Source dataset
uspto-grants-2002_08
Patent number
US06432948B1

Reaction notes

Loading…