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

HRID 2171961Notes

Reaction equation

HRID 2171961 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-(hydroxymethyl)pyridine (34.6 g, 170.0 mmol) in hydrobromic acid (48% in H2O, 93 mL) was stirred at reflux overnight. The reaction mixture was cooled to room temperature, the precipitated product filtered and washed with H2O (100 mL) and dried. The title product was obtained as a light yellow solid (36.1 g, 56%, py 96.5%).

Workup

  1. temperatureat reflux overnight
  2. filtrationthe precipitated product filtered
  3. washwashed with H2O (100 mL)
  4. customdried

Sources & evidence

ORD record
ord-3b840fe3600b463a9c64f485a30401ed
Source dataset
uspto-grants-2015_06
Patent number
US09051321B2

Reaction notes

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