Boron trifluoride etherate → 3-(trifluoroMethyl)-5-isopropyl-1H-pyrazole

HRID 270780Notes

Reaction equation

HRID 270780 reaction equation
[CH3:1][CH:2]([CH3:5])[C:3]#[CH:4].[Li]CCCC.[C:11]([C:15](OCC)=O)([F:14])([F:13])[F:12].B(F)(F)F.O(CC)CC.[NH2:29][NH2:30]>C1COCC1.C1C=CC=CC=1>[CH:2]([C:3]1[NH:30][N:29]=[C:15]([C:11]([F:14])([F:13])[F:12])[CH:4]=1)([CH3:5])[CH3:1]

Participants

8

Reactant 5

HCID 8000Boron trifluoride etherateHCID 9321HydrazineHCID 9794Ethyl trifluoroacetateHCID 690193-Methylbut-1-yneHCID 178418339Butyllithium

Product 1

HCID 230062143-(trifluoroMethyl)-5-isopropyl-1H-pyrazole

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Following protocol H, 3-methylbutyne was treated with n-BuLi, CF3CO2Et and BF3—OEt2 in THF. Reaction with hydrazine in benzene under similar reaction conditions yielded title compound.

Workup

  1. customunder similar reaction conditions

Sources & evidence

ORD record
ord-dad2af171f3542c9b47de12a3cfa0c5d
Source dataset
uspto-grants-2008_11
Patent number
US07449576B1

Reaction notes

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