2-Chloro-6-(4-chlorophenyl)nicotinonitrile → 6-(4-Chlorophenyl)pyridine-3-carbonitrile

HRID 1995626Notes

Reaction equation

HRID 1995626 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:3]=1>CN(C=O)C.[Pd]>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([C:4]2[N:3]=[CH:2][C:7]([C:8]#[N:9])=[CH:6][CH:5]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 27652332-Chloro-6-(4-chlorophenyl)nicotinonitrile

Product 1

HCID 148232346-(4-Chlorophenyl)pyridine-3-carbonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

2-Chloro-6-(4-chlorophenyl)-3-pyridinecarbonitrile (2.49 grams) and 5% Pd/C (0.3 gram) were reacted on a Parr shaker in 100 ml DMF. Next the reaction mixture was filtered and the filtrate poured into ice water. A solid formed which was collected and recrystallized from ethanol, yield 0.85 gram.

Workup

  1. filtrationNext the reaction mixture was filtered
  2. additionthe filtrate poured into ice water
  3. customA solid formed which
  4. customwas collected
  5. customrecrystallized from ethanol, yield 0.85 gram

Sources & evidence

ORD record
ord-3c9fdaf248de4ea18c488abfa0b9f046
Source dataset
uspto-grants-1983_09
Patent number
US04405552

Reaction notes

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