tert-Butylhydrazine → 1-tert-butyl-3-cyclopropyl-1H-pyrazol-5-amine

HRID 2408881Notes

Reaction equation

HRID 2408881 reaction equation
[CH:1]1([C:4](=O)[CH2:5][C:6]#[N:7])[CH2:3][CH2:2]1.[C:9]([NH:13][NH2:14])([CH3:12])([CH3:11])[CH3:10]>C(O)C>[C:9]([N:13]1[C:6]([NH2:7])=[CH:5][C:4]([CH:1]2[CH2:3][CH2:2]2)=[N:14]1)([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 81890tert-ButylhydrazineHCID 98127633-Cyclopropyl-3-oxopropanenitrile

Product 1

HCID 35021141-tert-butyl-3-cyclopropyl-1H-pyrazol-5-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-tert-Butyl-3-cyclopropyl-1H-pyrazol-5-amine was prepared by reacting 3-cyclopropyl-3-oxopropanenitrile (5.0 mmol, 545 mg) and tert-butylhydrazine (3.5 mmol, 440 mg) in ethanol under reflux conditions for 6 h. Solvent was removed in vacuo. 1H NMR (400 MHz) CDCl3: 5.36 (s, 1H), 3.61 (s, 1H), 2.51-2.45 (m, 1H), 1.75 (s, 9H, t-Bu), 1.107-1.104 (m, 2H), 0.73-0.72 (m, 2H).

Workup

  1. customfor 6 h
  2. customSolvent was removed in vacuo

Sources & evidence

ORD record
ord-4184ddb502e348f491fccc144225afdd
Source dataset
uspto-grants-2014_08
Patent number
US08815875B2

Reaction notes

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