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

HRID 1920983Notes

Reaction equation

HRID 1920983 reaction equation
[NH2:1][C:2]1[C:7]([CH2:8]O)=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1.[BrH:11]>>[BrH:10].[NH2:1][C:2]1[C:7]([CH2:8][Br:11])=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 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-3b05d2c900084d81a8d89d1a31c398fd
Source dataset
uspto-grants-2012_05
Patent number
US08173646B2

Reaction notes

Loading…