HCID 90029196, compound → HCID 178493804, compound

HRID 1488193Notes

Reaction equation

HRID 1488193 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:16]#[N:17])=[N:5][N:6](COCC[Si](C)(C)C)[CH:7]=1>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3]1[C:4]([C:16]#[N:17])=[N:5][NH:6][CH:7]=1

Participants

3

Reactant 1

HCID 90029196HCID 90029196, compound2×

Product 1

HCID 178493804HCID 178493804, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of 4-methoxy-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-3-carbonitrile (compound 280.6, 500 mg, 1.97 mmol) and trifluoroacetic acid (10 mL) in TES (5 mL) was stirred for 2 h at room temperature, then concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:2) as the eluent to furnish 210 mg (86%) of the title compound as a white solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:2) as the eluent

Sources & evidence

ORD record
ord-479677aedf624f77b9d0e41c2888ee9a
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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