Potassium Carbonate → HCID 23285148, compound

HRID 369186Notes

Reaction equation

HRID 369186 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][N:8]([CH:17]1[CH2:22][CH2:21][N:20]([C:23](=[O:31])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([NH2:30])[CH:25]=2)[CH2:19][CH2:18]1)[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Cl:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37](Cl)=[O:38]>CC(C)=O.O>[CH3:7][N:8]([CH:17]1[CH2:22][CH2:21][N:20]([C:23](=[O:31])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:37](=[O:38])[CH2:36][CH2:35][CH2:34][CH2:33][Cl:32])[CH:25]=2)[CH2:19][CH2:18]1)[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 740895-Chlorovaleryl chlorideHCID 23284949HCID 23284949, compound

Product 1

HCID 23285148HCID 23285148, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

1.3 g of potassium carbonate was added to a solution of 2.0 g of 4-[N-methyl-N-(2-phenylethyl)amino]-1-(3-aminobenzoyl)piperidine in 30 ml of acetone and 20 ml of water. Thereto was dropwise added 0.9 ml of 5-chlorovaleryl chloride with ice-cooling. The mixture was stirred at the same temperature for 20 minutes. The reaction mixture was poured into ice water. The mixture was extracted with methylene chloride. The extract was washed with a saturated aqueous sodium chloride solution, dried with magnesium sulfate, and concentrated under reduced pressure to obtain 2.2 g of 4-[N-methyl-N-(2-phenylethyl)amino]-1-[3-(5-chlorovalerylamino)benzoyl]piperidine as a colorless oil.

Workup

  1. temperaturecooling
  2. extractionThe mixture was extracted with methylene chloride
  3. washThe extract was washed with a saturated aqueous sodium chloride solution
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a4c8826be9c3490599bfef8db6ebecdc
Source dataset
uspto-grants-2000_10
Patent number
US06136826

Reaction notes

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