Piperazin-2-one → HCID 68535124, compound

HRID 1931399Notes

Reaction equation

HRID 1931399 reaction equation
[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]([OH:18])=O)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[NH:41]1[CH2:46][CH2:45][NH:44][CH2:43][C:42]1=[O:47]>CN(C=O)C>[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]([N:44]2[CH2:45][CH2:46][NH:41][C:42](=[O:47])[CH2:43]2)=[O:18])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 231360Piperazin-2-oneHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27977433-(6-Phenoxypyridin-3-yl)prop-2-enoic acid

Product 1

HCID 68535124HCID 68535124, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.15 g (0.62 mmol) of 3-(6-phenoxy-pyridin-3-yl)-acrylic acid, 1.72 g (15 mmol) of NEM and 546 mg (1.6 mmol) of TOTU were dissolved in 5 ml of DMF and stirred at room temperature for 15 min. 163 mg (1.626 mmol) of piperazin-2-one were added and the reaction mixture was stirred at room temperature for 16 h. After evaporation, the product was purified by silica gel chromatography. Yield: 153 mg.

Workup

  1. stirringthe reaction mixture was stirred at room temperature for 16 h
  2. customAfter evaporation
  3. customthe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-8c5e282c1e674107ae6c3624f04cfed4
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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