Hydrazine hydrate (1:1) → HCID 178451767, compound

HRID 1943873Notes

Reaction equation

HRID 1943873 reaction equation
[C:1]([CH2:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1)=O)#[N:2].O.[NH2:20][NH2:21]>CCO>[NH2:2][C:1]1[NH:21][N:20]=[C:4]([CH:6]2[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]2)[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22265410Tert-butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate

Product 1

HCID 178451767HCID 178451767, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A 5 mL conical reaction vial was charged with tert-butyl 4-(2-cyanoacetyl)piperidine-1-carboxylate (348 mg, 1.379 mmol), hydrazine monohydrate (329.4 μL, 6.896 mmol) and EtOH (4 mL). The reaction vessel was sealed and heated to 80° C. for 20 hours. The volatiles were removed to afford tert-butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate as a foam (367 mg. 99%).

Workup

  1. customA 5 mL conical reaction
  2. customThe reaction vessel was sealed
  3. customThe volatiles were removed

Sources & evidence

ORD record
ord-0462e403d217419d99a128bba3f0bed4
Source dataset
uspto-grants-2013_03
Patent number
US08394795B2

Reaction notes

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