Acetonitrile → HCID 59570344, compound

HRID 1880729Notes

Reaction equation

HRID 1880729 reaction equation
[C:1](#[N:3])C.[CH:4]1([C:7]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][N+:8]=2[O-])[CH2:6][CH2:5]1.C[Si](C#N)(C)C>C(N(CC)CC)C>[CH:4]1([C:7]2[N:8]=[C:9]([C:1]#[N:3])[CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=2)[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 82115Trimethylsilyl cyanideHCID 59570282HCID 59570282, compound

Product 1

HCID 59570344HCID 59570344, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To 7 ml of acetonitrile were added 0.7 g of 2-cyclopropyl-4-trifluoromethylpyridine N-oxide, 0.96 ml of triethylamine, and 1 g of trimethylsilyl cyanide, and the mixture was heated to reflux for 20 hours. Thereafter, the reaction solution was allowed to cool to room temperature, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.6 g of 6-cyclopropyl-4-trifluoromethylpyridine-2-carbonitrile.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 20 hours
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f2c34828bd054c5799286e876a65923b
Source dataset
uspto-grants-2012_11
Patent number
US08318776B2

Reaction notes

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