Hydrazine hydrate (1:1) → HCID 178452225, compound

HRID 1526108Notes

Reaction equation

HRID 1526108 reaction equation
O.[NH2:2][NH2:3].[C:4]([CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)=O)#[N:5]>C(O)C>[NH2:5][C:4]1[NH:3][N:2]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)[CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 70873255HCID 70873255, compound

Product 1

HCID 178452225HCID 178452225, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.36 ml (29 mmol) of hydrazine hydrate is added to a solution of 1.6 g (4.86 mmol) of tert-butyl 4-(4-(2-cyanoacetyl)phenyl)piperazine-1-carboxylate dissolved in 30 ml of ethanol. The reaction medium is carried at reflux for 12 hours and then concentrated to a third of its volume. The solid is then triturated, filtered and dried to yield 1.35 g (80%) of tert-butyl 4-(4-(5-amino-1H-pyrazol-3-yl)phenyl)piperazine-1-carboxylate in the form of a beige solid.

Workup

  1. temperatureat reflux for 12 hours
  2. concentrationconcentrated to a third of its volume
  3. customThe solid is then triturated
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-73297c79ea3c4ee680684c904f98f8fa
Source dataset
uspto-grants-2015_07
Patent number
US09085575B2

Reaction notes

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