HCID 178500762, compound → HCID 14010717, compound

HRID 255633Notes

Reaction equation

HRID 255633 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10](=[O:25])[C:11](=[CH:16][NH:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:12]([O:14][CH3:15])=[O:13])=[CH:4][CH:3]=1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][C:10](=[O:25])[C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:16][N:17]2[C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 178500762HCID 178500762, compound

Product 1

HCID 14010717HCID 14010717, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide was dissolved 2.0 g of methyl 5-(4-chlorophenyl)-2-(4-fluorophenylaminomethylene)-3-oxo-4-pentenoate, and they were reacted at 140° C. for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: benzene/ethyl acetate (3:1 by volume) mixture) to obtain 1.1 g of oily methyl 6-(4-chlorophenyl)-1-(4-fluorophenyl)-4-oxo-1,4,5,6-tetrahydronicotinate.

Workup

  1. customwere reacted at 140° C. for 4 hours
  2. customAfter completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure
  4. customthe residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: benzene/ethyl acetate (3:1 by volume) mixture)

Sources & evidence

ORD record
ord-0f9fa5c06a5240f0a8085faea65515b1
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

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