Hydrogen Bromide → 8-Bromo-1,7-naphthyridin-6-amine

HRID 369024

Reaction equation

HRID 369024 reaction equation
[C:1]([C:3]1[C:8]([CH2:9][C:10]#[N:11])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[BrH:12].[OH-].[Na+]>C1(C)C=CC=CC=1>[NH2:11][C:10]1[CH:9]=[C:8]2[C:3](=[C:1]([Br:12])[N:2]=1)[N:4]=[CH:5][CH:6]=[CH:7]2

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 46725983-(Cyanomethyl)pyridine-2-carbonitrile

Product 1

HCID 107043358-Bromo-1,7-naphthyridin-6-amine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Through a stirred solution of 2-Cyano-3-pyridylacetonitrile (3.6 g, 0.025 mol) in toluene (80 ml) is bubbled HBr for 5 h. Then, 4N NaOH is carefully added and the suspension stirred vigorously. The mixture is filtered and the product washed with water and dried. Crystallisation from toluene affords the title compound. Mass M+H 225. Melting point 188° C., decomposition.

Workup

  1. filtrationThe mixture is filtered
  2. washthe product washed with water
  3. customdried
  4. customCrystallisation from toluene

Sources & evidence

ORD record
ord-fa42714f177d4e05807418139671021e
Source dataset
uspto-grants-2000_10
Patent number
US06136821

Linked notes

Loading…