Triethylamine → 1-(4-Chlorophenyl)-3-(4-(2-methoxyethyl)piperazin-1-yl)methyl-2-pyrrolidinone

HRID 1740383Notes

Reaction equation

HRID 1740383 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH2:18][CH:17]([CH2:20]OS(C)(=O)=O)[C:16]2=[O:26])=[CH:11][CH:10]=1.[CH3:27][O:28][CH2:29][CH2:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>C(#N)C>[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH2:18][CH:17]([CH2:20][N:34]3[CH2:35][CH2:36][N:31]([CH2:30][CH2:29][O:28][CH3:27])[CH2:32][CH2:33]3)[C:16]2=[O:26])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27346381-(2-Methoxyethyl)piperazineHCID 218386401-(4-Chlorophenyl)-3-mesyloxymethyl-2-pyrrolidinone

Product 1

HCID 49132091-(4-Chlorophenyl)-3-(4-(2-methoxyethyl)piperazin-1-yl)methyl-2-pyrrolidinoneYield 86.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triethylamine (8.0 g) was added to a solution of 18.5 g of 1-(4-chlorophenyl)-3-mesyloxymethyl-2-pyrrolidinone and 17.6 g of 1-(2-methoxyethyl)piperazine in 50 mL of acetonitrile, and the mixture was heated under reflux for 4 hours. After concentrating, water was added to the reaction mixture to precipitate crystals, which were then collected by filtration and dried in vacuo to give 18.5 g of the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. concentrationAfter concentrating
  4. additionwater was added to the reaction mixture
  5. customto precipitate crystals, which
  6. filtrationwere then collected by filtration
  7. customdried in vacuo

Sources & evidence

ORD record
ord-2e7d912a30174f7cb83468dbfad63934
Source dataset
uspto-grants-1999_10
Patent number
US05969138

Reaction notes

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