Potassium Carbonate → HCID 15067841, compound

HRID 1534916Notes

Reaction equation

HRID 1534916 reaction equation
[C:1]1([C:7]2[NH:8][C:9]([CH3:16])=[C:10]([C:12](=[O:15])[CH2:13]Br)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1([CH:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:30]1([CH:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:24]2[CH2:25][CH2:26][N:27]([CH2:13][C:12]([C:10]3[N:11]=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[NH:8][C:9]=3[CH3:16])=[O:15])[CH2:28][CH2:29]2)[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70048BenzhydrylpiperazineHCID 15115483HCID 15115483, compound

Product 1

HCID 15067841HCID 15067841, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 Grams (0.036 mol) of 2-phenyl-4-(2-bromoethanoyl)-5-methyl-1H-imidazole and 8.5 grams (0.034 mol) of N-(diphenylmethyl)piperazine and 5 grams (0.036 mol) of potassium carbonate were added to 300 ml of ethanol. The mixture was refluxed under stirring overnight. After cooling, the salts were removed by filtration and the solvent was removed under reduced pressure. The residue was extracted by dichloromethane and washed twice with water. The organic layer was dried over sodium sulfate and evaporated. Trituration of the residue with ethanol gave a white precipitate, 1-diphenylmethyl-4-[2-(2-phenyl-5-methyl-1H-imidazol-4-yl)-2-oxoethyl]piperazine, which was used in the next reaction step without further purification.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureAfter cooling
  3. customthe salts were removed by filtration
  4. customthe solvent was removed under reduced pressure
  5. extractionThe residue was extracted by dichloromethane
  6. washwashed twice with water
  7. dry with materialThe organic layer was dried over sodium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-c2249dfdec3e4d2ca4fa6b9930e791d9
Source dataset
uspto-grants-1992_02
Patent number
US05091428

Reaction notes

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