Potassium Carbonate → HCID 21935492, compound

HRID 271247Notes

Reaction equation

HRID 271247 reaction equation
Br[CH2:2][CH2:3][NH:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1)=[O:6].[C:17]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:14][C:13]([F:16])([F:15])[C:10]1[CH:11]=[CH:12][C:7]([C:5]([NH:4][CH2:3][CH2:2][N:27]2[CH2:26][CH2:25][N:24]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:29][CH2:28]2)=[O:6])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 21935522HCID 21935522, compound

Product 1

HCID 21935492HCID 21935492, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-(2-bromoethyl)[4-(trifluoromethyl)phenyl]carboxamide (0.6 g, 2 mmol), BOC-piperazine (0.38 g, 2 mmol), and potassium carbonate (0.56 g, 4 mmol) in acetone was heated to reflux for 2 hours. The reaction was then cooled and concentrated. The product was isolated using column chromatography (EtOAc:Hexanes 1:1) to yield tert-butyl 4-(2-{[4-(trifluoromethyl)phenyl]carbonylamino}ethyl)piperazinecarboxylate (M+1=402.1)

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe reaction was then cooled
  4. concentrationconcentrated
  5. customThe product was isolated

Sources & evidence

ORD record
ord-fd125065d0454055af8d7f4cc3469649
Source dataset
uspto-grants-2008_11
Patent number
US07452889B2

Reaction notes

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