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

HRID 712626Notes

Reaction equation

HRID 712626 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].[Br:10][C:5]1[CH:6]=[C:7]([CH2:8][Br:11])[C:2]([NH2:1])=[N:3][CH:4]=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

Conditions

Temperature
100 °C

Procedure

(2-Amino-5-bromo-pyridin-3-yl)-methanol (360 mg, 1.8 mmol) is dissolved in 1.0 mL of 48% HBr aqueous solution. The mixture is heated at 100° C. for 16 hrs. Then the majority of the water is removed in vacuo and toluene is added to remove the water left. The residue is concentrated to give the crude 5-bromo-3-bromomethyl-pyridin-2-ylamine hydrobromide which is used directly in the next step.

Workup

  1. customThen the majority of the water is removed in vacuo and toluene
  2. additionis added
  3. customto remove the water
  4. waitleft
  5. concentrationThe residue is concentrated

Sources & evidence

ORD record
ord-79126e520ed24639be951b3f94123e52
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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