tert-Butyl piperazine-1-carboxylate → HCID 22628038, compound

HRID 278550Notes

Reaction equation

HRID 278550 reaction equation
[CH:1]([N:4]([CH:16]([CH3:18])[CH3:17])[CH2:5][CH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1)([CH3:3])[CH3:2].[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]>CN(C=O)C>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][N:29]([C:11](=[O:13])[C:10]2[CH:9]=[CH:8][C:7]([CH2:6][CH2:5][N:4]([CH:1]([CH3:2])[CH3:3])[CH:16]([CH3:18])[CH3:17])=[CH:15][CH:14]=2)[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 22628178HCID 22628178, compound

Product 1

HCID 22628038HCID 22628038, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a DMF (10 ml) solution of 4-(2-diisopropylaminoethyl)benzoic acid (300 mg) was added 1,1-carbonyldiimidazole (215 mg), and the solution was stirred at room temperature for 15 minutes. To the solution was added 1-tert-butoxycarbonylpiperazine (247 mg), and the solution was stirred at room temperature for 4 hours. The reaction solution was concentrated, and the residue was dissolved in ethyl acetate, washed with water and sodium chloride solution, dried and concentrated to give colorless oil of the title compound (483 mg).

Workup

  1. stirringthe solution was stirred at room temperature for 4 hours
  2. concentrationThe reaction solution was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with water and sodium chloride solution
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-174beed7652e463695b7262defab3e38
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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