3,5-Dibromo-4-methylpyridine → 5-Bromo-4-methylpyridine-3-carbonitrile

HRID 2030971Notes

Reaction equation

HRID 2030971 reaction equation
[CH3:1][c:2]1[c:8](Br)[cH:7][n:6][cH:5][c:3]1[Br:4].[CH3:9][Si]([N:10]([Si](C)(C)C)[Na])(C)C>>[CH3:1][c:2]1[c:8]([C:9]#[N:10])[cH:7][n:6][cH:5][c:3]1[Br:4]

Participants

6

Reactant 2

HCID 8193383,5-Dibromo-4-methylpyridineHCID 178504303sodium bis(trimethylsilyl)azanide

Product 1

HCID 70606815-Bromo-4-methylpyridine-3-carbonitrile

Reagents, catalysts & solvents 3

HCID 2734558Bis(tri-tert-butylphosphine)palladium(0)CatalystHCID 312751,4-DioxaneSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
120 °C

Sources & evidence

ORD record
ord-0581280360764379b60c1331a0b41d68
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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