Hydrogen Bromide → 5-Bromo-3-(bromomethyl)pyridin-2-amine hydrobromide

HRID 2112636Notes

Reaction equation

HRID 2112636 reaction equation
[NH2:1][C:2]1[C:7]([CH2:8]O)=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1.[OH-].[Na+].[BrH:13]>>[BrH:10].[NH2:1][C:2]1[C:7]([CH2:8][Br:13])=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 108913662-Amino-5-bromo-3-(hydroxymethyl)pyridine

Product 1

HCID 534200525-Bromo-3-(bromomethyl)pyridin-2-amine hydrobromide

Procedure

A solution of 2-amino-5-bromo-3-hydroxymethylpyridine (5.00 g, 24.6 mmole), from Preparation 14 (b), in 48% aqueous HBr (50 mL), was heated at reflux for 12 hrs. The reaction was concentrated and toluene was used to azeotrope the residual H2O. The resulting light brown solid was placed under high vacuum overnight and used directly.

Workup

  1. temperatureat reflux for 12 hrs
  2. concentrationThe reaction was concentrated
  3. customwas placed under high vacuum overnight

Sources & evidence

ORD record
ord-8b901d92f3814e64a5cd5b11b1110d70
Source dataset
uspto-grants-2009_04
Patent number
US07524843B2

Reaction notes

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