Hydrazine hydrate (1:1) → 1401222-55-6

HRID 1754594Notes

Reaction equation

HRID 1754594 reaction equation
[C:1](/[CH:3]=[C:4](/[N:7]1[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]1)\SC)#[N:2].O.[NH2:21][NH2:22]>CCO>[NH2:2][C:1]1[NH:22][N:21]=[C:4]([N:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]2)[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68357897HCID 68357897, compound

Product 1

HCID 683281501401222-55-6

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (Z)-tert-butyl 4-(2-cyano-1-(methylthio)vinyl)piperazine-1-carboxylate (5.94 g, 20.9 mmol) and hydrazine monohydrate (4.5 mL) in EtOH (50 mL) was heated to reflux for 14 hours. After cooling to room temperature, the reaction mixture was concentrated. The residue was purified by column chromatography, eluting with 0-10% MeOH/CH2Cl2 to give tert-butyl 4-(5-amino-1H-pyrazol-3-yl)piperazine-1-carboxylate.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 14 hours
  3. concentrationthe reaction mixture was concentrated
  4. customThe residue was purified by column chromatography
  5. washeluting with 0-10% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-7999ea23d6284e6ea2597ebaaea4a23a
Source dataset
uspto-grants-2015_10
Patent number
US09169260B2

Reaction notes

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