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3,5-Difluoro-2-hydrazinylpyridine → 3,5-Difluoropyridin-2-amine

HRID 1353114
Notes
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Reaction equation

HRID 1353114 reaction equation
[NH:1]([C:3]1[C:8]([F:9])=[CH:7][C:6]([F:10])=[CH:5][N:4]=1)N>CO.[Ni]>[NH2:1][C:3]1[C:8]([F:9])=[CH:7][C:6]([F:10])=[CH:5][N:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 211023053,5-Difluoro-2-hydrazinylpyridine

Product 1

HCID 27832383,5-Difluoropyridin-2-amineYield 83.1%

Reagents, catalysts & solvents 2

HCID 887MethanolCatalystHCID 935NickelCatalyst

Procedure

Charged in a hydrogenation reactor were 500 ml of methanol, 14.5 g of the compound obtained in Step 4 and 11.5 g of Raney nickel as a catalyst, and H2 gas was introduced therein. The reactor was kept at room temperature for 24 hours, and the reaction mixture was filtered through Cellite® to remove the catalyst. The resulting solution was concentrated under a reduced pressure to obtain 10.8 g of the title compound as a light yellow solid (purity: 98.0%).

Workup

  1. additionCharged in a hydrogenation reactor
  2. additionH2 gas was introduced
  3. filtrationthe reaction mixture was filtered through Cellite®
  4. customto remove the catalyst
  5. concentrationThe resulting solution was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-057a7ed5a273436abe021be72a2fd6d6
Source dataset
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07220863B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes