Succinic anhydride → HCID 19382335, compound

HRID 2400054Notes

Reaction equation

HRID 2400054 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[N:17]=[C:16]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[N:15]=2)[CH2:10][CH2:9]1)=[O:7].[C:30]1(=[O:36])[O:35][C:33](=[O:34])[CH2:32][CH2:31]1>C1C=CC=CC=1>[C:33]([CH2:32][CH2:31][C:30]([N:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:19]=[C:18]([N:20]3[CH2:21][CH2:22][CH2:23][CH2:24]3)[N:17]=[C:16]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[N:15]=2)[CH2:12][CH2:13]1)=[O:7])=[O:36])([OH:35])=[O:34]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 19969476HCID 19969476, compound

Product 1

HCID 19382335HCID 19382335, compoundYield 120%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2 g of (-)-N'-[(pyrrolidin-2-yl)carbonyl]-N-[2,6-bis(pyrrolidin-1-yl)pyrimidin-4-yl]piperazine in 20 ml of anhydrous benzene is added with 0.56 g of succinic anhydride and 0.05 g of N,N-dimethylaminopyridine, then the reaction mixture is refluxed for 2 hours. After that, solvent is evaporated off under reduced pressure, to give 3 g of (-)-N'-[(1-(carboxyethylcarbonyl)pyrrolidin-2-yl)carbonyl]-N-[2,6-bis(pyrrolidin-1-yl)pyrimidin-4-yl]piperazine.

Workup

  1. temperaturethe reaction mixture is refluxed for 2 hours
  2. customAfter that, solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-c9927301b286497f823680eecae77635
Source dataset
uspto-grants-1995_09
Patent number
US05453423

Reaction notes

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