Pyrrolidine → HCID 53893007, compound

HRID 325986Notes

Reaction equation

HRID 325986 reaction equation
C(OC([O:6][C:7]1[CH:30]=[CH:29][C:10]([CH:11]=[CH:12][C:13]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]([N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:23])[CH2:17][CH2:16]2)=[O:14])=[CH:9][CH:8]=1)=O)C.N1CCCC1>C(Cl)(Cl)Cl>[OH:6][C:7]1[CH:30]=[CH:29][C:10]([CH:11]=[CH:12][C:13]([N:15]2[CH2:16][CH2:17][N:18]([CH2:21][C:22]([N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:23])[CH2:19][CH2:20]2)=[O:14])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 54257295HCID 54257295, compound

Product 1

HCID 53893007HCID 53893007, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The piperazine compound was dissolved in 150 ml of chloroform, and to the solution was added 2.30 g of pyrrolidine. The resultant mixture was stirred at room temperature for 1.5 hours. After completion of the reaction, the solvent was evaporated, and the residue was subjected to chromatography using a silica gel column and purified with a mixed solvent of chloroform and methanol (10:1), thereby obtaining 11.1 g (a stoichiometric amount) of 1-(4-hydroxycinnamoyl)-4-(pyrrolidinocarbonylmethyl)piperazine as a colorless oily substance.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. custompurified with a mixed solvent of chloroform and methanol (10:1)

Sources & evidence

ORD record
ord-a271eb9f23db442caf4c1b5ffd7ee41d
Source dataset
uspto-grants-1984_04
Patent number
US04443603

Reaction notes

Loading…