(3,5,6-Trifluoro-2-pyridyl)hydrazine → 3,5,6-Trifluoropyridin-2-amine

HRID 1353120Notes

Reaction equation

HRID 1353120 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([NH:10]N)[N:3]=1>[Ni].CO>[NH2:10][C:4]1[C:5]([F:9])=[CH:6][C:7]([F:8])=[C:2]([F:1])[N:3]=1

Participants

4

Reactant 1

HCID 21551824(3,5,6-Trifluoro-2-pyridyl)hydrazine

Product 1

HCID 125080743,5,6-Trifluoropyridin-2-amineYield 92.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Charged in a hydrogenation reactor were 100 ml of methanol, 16.3 g of the compound obtained in Step 2 of Example 1 and 8.0 g of Raney nickel catalyst, and H2 gas was introduced therein, followed by allowing the reduction to proceed at room temperature for 12 hours. The reaction mixture was filtered through Cellite® to remove the catalyst. The filtrate was concentrated under a reduced pressure to obtain 13.7 g of the title compound as a solid (purity: 99.1%).

Workup

  1. additionCharged in a hydrogenation reactor
  2. additionwas introduced
  3. filtrationThe reaction mixture was filtered through Cellite®
  4. customto remove the catalyst
  5. concentrationThe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-939a8de3878a407690cd0c8bdb41caaf
Source dataset
uspto-grants-2007_05
Patent number
US07220863B2

Reaction notes

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