Methyl iodide → HCID 59715670, compound

HRID 1673102Notes

Reaction equation

HRID 1673102 reaction equation
[C:1](=[O:4])([O-])[O-].[K+].[K+].CI.[Br:9][C:10]1[CH:23]=[CH:22][C:13]([CH2:14][C:15]2[C:20](O)=[CH:19][CH:18]=[CH:17][N:16]=2)=[C:12]([F:24])[CH:11]=1.C(OCC)(=O)C>CN(C)C=O>[Br:9][C:10]1[CH:23]=[CH:22][C:13]([CH2:14][C:15]2[C:20]([O:4][CH3:1])=[CH:19][CH:18]=[CH:17][N:16]=2)=[C:12]([F:24])[CH:11]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 57265837HCID 57265837, compound

Product 1

HCID 59715670HCID 59715670, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium carbonate (38.7 mg, 0.280 mmol) and methyl iodide (10.5 μl, 0.168 mmol) were added to a solution of the compound of Example B245 (15.8 mg, 0.0560 mmol) in dimethylformamide (1 ml), and this reaction mixture was stirred at room temperature for 2 hours. After ethyl acetate was added, the reaction mixture was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (14.0 mg).

Workup

  1. washthe reaction mixture was washed with saturated brine
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-2c097615568c4b049d7f12951f9062c0
Source dataset
uspto-grants-2011_08
Patent number
US07999090B2

Reaction notes

Loading…