Bromine → 6-Amino-5-bromopyridine-3-carbonitrile

HRID 1752214Notes

Reaction equation

HRID 1752214 reaction equation
[Br:1]Br.[NH2:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][N:5]=1>CC(O)=O>[NH2:3][C:4]1[C:11]([Br:1])=[CH:10][C:7]([C:8]#[N:9])=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 8182602-Amino-5-cyanopyridine

Product 1

HCID 14912506-Amino-5-bromopyridine-3-carbonitrileYield 49.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Br2 (0.52 mL, 0.01 mol) was added to a solution of 6-aminonicotinonitrile (1.1901 g, 0.01 mol) in AcOH (10 mL) at room temperature. The mixture was stirred at room temperature for 2 h. Then the mixture was concentrated and the residue was purified by flash column chromatography to give the title product (980.0 mg, 49%).

Workup

  1. concentrationThen the mixture was concentrated
  2. customthe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-3c3f73d384034bff9d09d4b9052641f3
Source dataset
uspto-grants-2015_10
Patent number
US09162980B2

Reaction notes

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