Hydrazine hydrate (1:1) → HCID 178452251, compound

HRID 1157316Notes

Reaction equation

HRID 1157316 reaction equation
C[N:2](C)[CH:3]=[C:4]([N:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1)[C:5](=O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O.[NH2:28]N>C(O)C>[C:6]1([C:5]2[C:4]([N:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[CH:3][NH:2][N:28]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68693760HCID 68693760, compound

Product 1

HCID 178452251HCID 178452251, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the compound tert-butyl 4-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)piperazine-1-carboxylate (4 g) dissolved in ethanol (40 ml), and hydrazine hydrate (1.17 g) was added and the reaction mixture was refluxed for 6 hrs with vigorous stirring. The progress of reaction was monitored by TLC. After consumption of starting material, the reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford tert-butyl 4-(3-phenyl-1H-pyrazol-4-yl)piperazine-1-carboxylate.

Workup

  1. temperaturethe reaction mixture was refluxed for 6 hrs with vigorous stirring
  2. customThe progress of reaction
  3. customAfter consumption of starting material
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-44a199b3e766440a93f1272609bfcb22
Source dataset
uspto-grants-2010_10
Patent number
US07807671B2

Reaction notes

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