Hydrazine hydrate (1:1) → 5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazole

HRID 1408507Notes

Reaction equation

HRID 1408507 reaction equation
[CH:1]1([C:4](=O)[CH2:5][C:6](=O)[C:7]([F:10])([F:9])[F:8])[CH2:3][CH2:2]1.O.[NH2:14][NH2:15].O.CCOC(C)=O>C(O)C>[CH:1]1([C:4]2[NH:15][N:14]=[C:6]([C:7]([F:10])([F:9])[F:8])[CH:5]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 111946731-cyclopropyl-4,4,4-trifluorobutane-1,3-dioneHCID 22728543Water ethylacetate

Product 1

HCID 71474385-cyclopropyl-3-(trifluoromethyl)-1H-pyrazoleYield 98.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Intermediate 2 (0.120 g, 0.66 mmol) and hydrazine hydrate (0.04 mL, 0.72 mmol) were dissolved in ethanol (6 mL) and refluxed overnight. Work-up (H2O/AcOEt) after cooling the mixture to RT gave the title compound as a brown solid (0.114 g).

Workup

  1. temperaturerefluxed overnight

Sources & evidence

ORD record
ord-3fac0e39e93047ddb2cba530d53d8f87
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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