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

HRID 1980328Notes

Reaction equation

HRID 1980328 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-8e1ba7e0ecdf46c1859b536a5f961eab
Source dataset
uspto-grants-1985_04
Patent number
US04508722

Reaction notes

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