Water → HCID 21473343, compound

HRID 2293979Notes

Reaction equation

HRID 2293979 reaction equation
F[C:2]1[C:24]([O:25][CH:26]([F:28])[F:27])=[C:23]([F:29])[C:22]([F:30])=[CH:21][C:3]=1[C:4]([C:6](=[CH:12][NH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].C(=O)([O-])O.[Na+].O>CN(C)C=O>[F:30][C:22]1[CH:21]=[C:3]2[C:2](=[C:24]([O:25][CH:26]([F:28])[F:27])[C:23]=1[F:29])[N:13]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[CH:12]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4]2=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 178471985HCID 178471985, compound

Product 1

HCID 21473343HCID 21473343, compoundYield 48.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

In 50 ml of N,N-dimethylformamide was dissolved 5.6 g (0.013 mole) of ethyl 2-(2,4,5-trifluoro-3-difluoromethoxybenzoyl)-3-(2-pyridylmethylamino)acrylate, and 2.2 g (0.026 mole) of sodium hydrogen carbonate was added thereto. The mixture was stirred at 120° C. for 30 minutes. Then, the reaction mixture was poured into 200 ml of water, and crystals precipitated were collected by filtration. The collected crystals were washed with water and ethanol and dried to obtain 2.6 g of ethyl 6,7-difluoro-8-difluoromethoxy-1-(2-pyridylmethyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate as yellow crystals.

Workup

  1. additionwas added
  2. customprecipitated
  3. filtrationwere collected by filtration
  4. washThe collected crystals were washed with water and ethanol
  5. customdried

Sources & evidence

ORD record
ord-6a899a84ec7b409b9791547b9eb7e101
Source dataset
uspto-grants-1997_11
Patent number
US05688791

Reaction notes

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