D-Tartaric acid → HCID 86754645, compound

HRID 1740413Notes

Reaction equation

HRID 1740413 reaction equation
[C:1]([OH:10])(=[O:9])[C@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][CH2:21][CH:20]([CH2:23][N:24]3[CH2:29][CH2:28][N:27]([CH2:30][CH2:31][O:32][CH3:33])[CH2:26][CH2:25]3)[C:19]2=[O:34])=[CH:14][CH:13]=1>C(O)C>[C:6]([C@H:4]([C@@H:2]([C:1]([OH:10])=[O:9])[OH:3])[OH:5])([OH:8])=[O:7].[C:6]([C@H:4]([C@@H:2]([C:1]([OH:10])=[O:9])[OH:3])[OH:5])([OH:8])=[O:7].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][CH2:21][C@H:20]([CH2:23][N:24]3[CH2:25][CH2:26][N:27]([CH2:30][CH2:31][O:32][CH3:33])[CH2:28][CH2:29]3)[C:19]2=[O:34])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 439655D-Tartaric acidHCID 49132091-(4-Chlorophenyl)-3-(4-(2-methoxyethyl)piperazin-1-yl)methyl-2-pyrrolidinone

Product 1

HCID 86754645HCID 86754645, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of D-tartaric acid (450 mg) in ethanol (6 ml) was added dropwise at an outer temperature between 50 and 60° C. to a solution of 1-(4-chlorophenyl)-3-(4-(2-methoxyethyl)piperazin-1-yl)methyl-2-pyrrolidinone (1056mg) in ethanol (6ml). The reaction mixture was allowed to stand for cooling and the solid material thus precipitated was collected by filtration. The solid material was further crystallized in 10 ml of ethanol to obtain 372 mg of the title compound. Enantiomer excess: 97% ee

Workup

  1. temperaturefor cooling
  2. customthe solid material thus precipitated
  3. filtrationwas collected by filtration
  4. customThe solid material was further crystallized in 10 ml of ethanol

Sources & evidence

ORD record
ord-9788babb7da54095b80391d0a3333c25
Source dataset
uspto-grants-1999_10
Patent number
US05969138

Reaction notes

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