Potassium Carbonate → HCID 14651281, compound

HRID 2073831Notes

Reaction equation

HRID 2073831 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 four 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-bc6d6eb83f9c42a38eea75e82962bd8b
Source dataset
uspto-grants-1990_04
Patent number
US04920120

Reaction notes

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