Potassium Carbonate → HCID 15630314, compound

HRID 2164995Notes

Reaction equation

HRID 2164995 reaction equation
[F:1][C:2]([F:32])([F:31])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][N:11]=[C:12]([C:18](=[O:30])[C:19]2[C:24]([O:25][CH:26]([F:28])[F:27])=[CH:23][CH:22]=[CH:21][C:20]=2F)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]([F:32])([F:31])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:20]3[C:19](=[C:24]([O:25][CH:26]([F:28])[F:27])[CH:23]=[CH:22][CH:21]=3)[C:18](=[O:30])[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86744055HCID 86744055, compound

Product 1

HCID 15630314HCID 15630314, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 2-[(4-trifluoromethoxyphenyl)-1,1-diazanediyl]-(2-fluoro-6-difluoromethoxybenzoyl)acetate (530 mg), and potassium carbonate (157 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 for 2 hours, the precipitated crystals were collected by filtration. The crystals were washed with water (5 ml) two times and were dried under reduced pressure to give 478 mg of desired ethyl 1-(4-trifluoromethoxyphenyl)-1,4-dihydro-4-oxo-5-difluoromethoxycinnoline-3-carboxylate (yield: 94.3%). m.p., 145° C.

Workup

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

Sources & evidence

ORD record
ord-22c1adfcab124c5eac37c45e36cb8c0b
Source dataset
uspto-grants-1990_07
Patent number
US04938794

Reaction notes

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