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

HRID 1710502Notes

Reaction equation

HRID 1710502 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-c620320708e24d458deca41a8c355367
Source dataset
uspto-grants-2010_09
Patent number
US07790716B2

Reaction notes

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