HCID 23155534, compound → HCID 23155514, compound

HRID 2080804Notes

Reaction equation

HRID 2080804 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[N:10]=2)=[CH:5][CH:4]=1.[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[K]>CN(C=O)C>[Cl:15][C:11]1[N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:2][N:20]3[C:16](=[O:26])[C:17]4[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:19]3=[O:21])=[CH:4][CH:5]=2)[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 23155534HCID 23155534, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 23155514HCID 23155514, compoundYield 40.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The mixture (5.72 g) obtained in Example 36-2 and potassium phthalimide (2.04 g) were dissolved in DMF (30 ml) and the whole was stirred at room temperature for 24 hours. Then, a solid component was separated by filtration. After the solvent was distilled off, the resultant was dissolved in chloroform and washed with a aqueous sodium hydrogen carbonate solution. The aqueous layer was extracted with chloroform and dried with anhydrous magnesium sulfate. The solvent was distilled off. The resultant residue was purified through silica gel column chromatography (chloroform), thereby obtaining the subject compound (1.56 g) as a colorless solid.

Workup

  1. customThen, a solid component was separated by filtration
  2. distillationAfter the solvent was distilled off
  3. dissolutionthe resultant was dissolved in chloroform
  4. washwashed with a aqueous sodium hydrogen carbonate solution
  5. extractionThe aqueous layer was extracted with chloroform
  6. dry with materialdried with anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customThe resultant residue was purified through silica gel column chromatography (chloroform)

Sources & evidence

ORD record
ord-7b34fca2c772485c8bb9914cc9a29093
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

Loading…