2-Chloro-3,5-dimethylpyrazine → 2-Ethenyl-3,5-dimethylpyrazine
Reaction equation
Cl[C:2]1[C:7]([CH3:8])=[N:6][C:5]([CH3:9])=[CH:4][N:3]=1.[CH:10]([B-](F)(F)F)=[CH2:11].[K+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].CCO>[CH3:8][C:7]1[C:2]([CH:10]=[CH2:11])=[N:3][CH:4]=[C:5]([CH3:9])[N:6]=1Participants
5
Procedure
To a mixture of 2-chloro-3,5-dimethylpyrazine (2 g) and EtOH (20 mL) were added potassium vinyltrifluoroborate (2.067 g) and TEA (2.93 mL) at room temperature, and the mixture was stirred under nitrogen atmosphere. To the mixture was added PdCl2(dppf) (1.026 g), and the mixture was refluxed for 2 h.
Workup
- temperaturethe mixture was refluxed for 2 h.
Sources & evidence
- ORD record
- ord-80f9858156f349028a806eff8d73f561
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09238639B2
Reaction notes
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