Methyl iodide → HCID 69960994, compound

HRID 1291318Notes

Reaction equation

HRID 1291318 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([C:8]2[CH:25]=[CH:24][C:11]([CH2:12][N:13]3[C:17]4[C:18]([Cl:23])=[N:19][NH:20][C:21](=[O:22])[C:16]=4[CH:15]=[CH:14]3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[C:28](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:25]=[CH:24][C:11]([CH2:12][N:13]3[C:17]4[C:18]([Cl:23])=[N:19][N:20]([CH3:28])[C:21](=[O:22])[C:16]=4[CH:15]=[CH:14]3)=[CH:10][CH:9]=2)=[O:7])=[CH:26][CH:27]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 18919155HCID 18919155, compound

Product 1

HCID 69960994HCID 69960994, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

In DMF (15 ml) was dissolved 1-[4-(4-chlorobenzoyl)benzyl]-7-chloropyrrolo [2,3-d]pyridazin-4(5H)-one (352 mg) followed by addition of potassium carbonate (858 mg). Then, methyl iodide (0.06 ml) was added and the mixture was stirred at room temperature for 16 hours. The reaction mixture was diluted with water (30 ml) and extracted with ethyl acetate (200 ml). The organic layer was washed with water (100 ml) 3 times and saturated aqueous NaCl solution once and dried over anhydrous magnesium sulfate. After removal of the desiccant by filtration, the solvent was distilled off under reduced pressure and the resulting crystals were rinsed with hexane to provide 290 mg (yield 80%) of the title compound.

Workup

  1. extractionextracted with ethyl acetate (200 ml)
  2. washThe organic layer was washed with water (100 ml) 3 times and saturated aqueous NaCl solution once
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removal of the
  5. filtrationdesiccant by filtration
  6. distillationthe solvent was distilled off under reduced pressure
  7. washthe resulting crystals were rinsed with hexane

Sources & evidence

ORD record
ord-c9b4ac2fa863495ea38c0c5432da801e
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

Loading…