Ethanol → HCID 53893454, compound

HRID 1415952Notes

Reaction equation

HRID 1415952 reaction equation
C(O)C.C([NH:11][C:12]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]2[C:13]=1[C:14](=[O:41])[C:15]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:16][N:17]2[C:25]1[CH:30]=[C:29]([NH:31][CH:32]=[O:33])[C:28]([F:34])=[CH:27][C:26]=1[F:35])C1C=CC=CC=1>[Pd].C(O)(=O)C>[NH2:11][C:12]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]2[C:13]=1[C:14](=[O:41])[C:15]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:16][N:17]2[C:25]1[CH:30]=[C:29]([NH:31][CH:32]=[O:33])[C:28]([F:34])=[CH:27][C:26]=1[F:35]

Participants

5

Reactant 2

HCID 702EthanolHCID 54229857HCID 54229857, compound

Product 1

HCID 53893454HCID 53893454, compoundYield 84.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

To 20 ml of ethanol and 10 ml of acetic acid were added 600 mg of ethyl 5-benzylamino-6,7,8-trifluoro-1-(2,4-difluoro-5-formylaminophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate and 100 mg of 10% palladium on carbon. Under a hydrogen atmosphere, the solution was stirred at room temperature for 2 days. The catalyst was removed by a membrane filter and the filtrate was concentrated in vacua. Diethyl ether was added to the residue whereupon the solid was collected by filtration and washed with diethyl ether to give 420 mg of the title compound.

Workup

  1. customThe catalyst was removed by a membrane
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated in vacua
  4. additionDiethyl ether was added to the residue whereupon the solid
  5. filtrationwas collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-bfb325a6b18d40af880f594c497a103d
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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