Potassium Carbonate → HCID 15630320, compound

HRID 2164996Notes

Reaction equation

HRID 2164996 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][N:10]=[C:11]([C:17](=[O:29])[C:18]1[C:23]([O:24][CH:25]([F:27])[F:26])=[CH:22][CH:21]=[CH:20][C:19]=1F)[C:12]([O:14][CH2:15][CH3:16])=[O:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:19]2[C:18](=[C:23]([O:24][CH:25]([F:27])[F:26])[CH:22]=[CH:21][CH:20]=2)[C:17](=[O:29])[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:10]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86744056HCID 86744056, compound

Product 1

HCID 15630320HCID 15630320, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 2-[(2-fluoro-4-chlorophenyl)-1,1-diazanediyl]-(2-fluoro-6-difluoromethoxybenzoyl)acetate (460 mg) and potassium carbonate (137 mg) were added to N,N-dimethylformamide (10 ml), and the resultant mixture was heated at 100° C. for 1 hour. The mixture was cooled to room temperature, and was poured into ice-water (about 50 ml). After allowing it to stand overnight, the precipitated crystals were collected by filtration, washed with water (5 ml) two times and were dried under reduced pressure to give 410 mg of desired ethyl 1-(2-fluoro-4-chlorophenyl)-1,4-dihydro-4-oxo-5-difluoromethoxycinnoline-3-carboxylate (yield: 93.8%). m.p., 140°-142° C.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with water (5 ml) two times
  3. customwere dried under reduced pressure

Sources & evidence

ORD record
ord-a494bc2d049e4b4ba8afb532aa8295c5
Source dataset
uspto-grants-1990_07
Patent number
US04938794

Reaction notes

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