Potassium Carbonate → HCID 14651281, compound

HRID 1081409Notes

Reaction equation

HRID 1081409 reaction equation
Br[CH2:2][CH2:3][N:4]1[C:13]2[C:8](=[C:9]([CH3:17])[C:10]([F:16])=[C:11]([F:15])[C:12]=2[F:14])[C:7](=[O:18])[C:6]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:5]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:16][C:10]1[C:9]([CH3:17])=[C:8]2[C:13](=[C:12]([F:14])[C:11]=1[F:15])[N:4]([CH:3]=[CH2:2])[CH:5]=[C:6]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:7]2=[O:18]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 14774106HCID 14774106, compound

Product 1

HCID 14651281HCID 14651281, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A rapidly stirred suspension of 1.98 g (5.08 mmol) of ethyl 1-(2-bromoethyl)-6,7,8-trifluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylate, 3.50 g (25.3 mmol) of ground potassium carbonate, and 40 mL of DMF was heated at 80° C. under argon for 4 hours. The suspension was concentrated and the residue was partitioned between methylene chloride and water. The organic layer was dried over magnesium sulfate and concentrated to give 1.52 g of the title compound as a DMF complex, mp 150°-152° C.

Workup

  1. concentrationThe suspension was concentrated
  2. customthe residue was partitioned between methylene chloride and water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-494b754d400d4939ad3de3524f407ced
Source dataset
uspto-grants-1996_12
Patent number
US05585491

Reaction notes

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