Potassium Carbonate → HCID 19012068, compound

HRID 1729298Notes

Reaction equation

HRID 1729298 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3](O)(=[O:5])=[O:4].[NH2:9][C:10]1[CH:35]=[CH:34][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][N:21]([C:24]3[N:29](C)[C:28](=[O:31])[N:27](C)[C:26](=[O:33])[CH:25]=3)[CH2:20][CH2:19]2)=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[F:1][C:2]([F:8])([F:7])[S:3]([NH:9][C:10]1[CH:35]=[CH:34][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:19][CH2:20][N:21]([C:24]3[NH:29][C:28](=[O:31])[NH:27][C:26](=[O:33])[CH:25]=3)[CH2:22][CH2:23]2)=[CH:12][CH:11]=1)(=[O:5])=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 62406Trifluoromethanesulfonic acidHCID 10090741HCID 10090741, compound

Product 1

HCID 19012068HCID 19012068, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

5 ml of a dichloromethane solution containing 0.65 ml of anhydrous trifluoromethanesulfonic acid was added at -78° C. to 25 ml of a dichloromethane solution containing 1.3 g of 6-[4-(3-[4-aminophenoxy]propyl)piperazin-1-yl]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione obtained in Example 6, and the temperature of the solution was then gradually elevated to room temperature, while it was stirred. 20 ml of dichloromethane and a 2% aqueous potassium carbonate solution were added to the reaction solution, followed by stirring until insolubles were dissolved therein. After the separation of the resultant organic layer, the aqueous layer was neutralized and then extracted with chloroform (50 ml×2), and the extract layers were joined and mixed with the organic layer previously obtained. The mixture was dried over sodium sulfate and then concentrated to obtain 1.1 g (yield: 62.5%) of 6-[4-(3-[4-trifluoromethanesulfonylaminophenoxy]propyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione in a crystalline state.

Workup

  1. customwas then gradually elevated to room temperature, while it
  2. stirringby stirring until insolubles
  3. dissolutionwere dissolved
  4. customAfter the separation of the resultant organic layer
  5. extractionextracted with chloroform (50 ml×2)
  6. additionmixed with the organic layer
  7. custompreviously obtained
  8. dry with materialThe mixture was dried over sodium sulfate
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-518b835fa5fa4fae9882d28abf66e0c5
Source dataset
uspto-grants-1994_07
Patent number
US05332739

Reaction notes

Loading…