Hydrogen Bromide → 4-(Bromomethyl)Pyridin-2-Amine Hydrobromide

HRID 1984711Notes

Reaction equation

HRID 1984711 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8]O)[CH:5]=[CH:4][N:3]=1.[BrH:10]>>[BrH:10].[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][Br:10])[CH:5]=[CH:4][N:3]=1

Participants

3

Conditions

Temperature
120 °C

Procedure

(2-Aminopyridin-4-yl)methanol (15 g, 12 mmol) was suspended in a 47% aqueous hydrobromic acid solution (120 mL, 72 mmol) at room temperature, and the mixture was stirred for 6 hours at outer temperature 120° C. The mixture was stirred for 15 hours at room temperature, then the precipitated solid was filtered off and washed with ethyl acetate. The solid was dried under reduced pressure to give 23 g of the title reference compound as a gray solid. (Yield 71%)

Workup

  1. stirringThe mixture was stirred for 15 hours at room temperature
  2. filtrationthe precipitated solid was filtered off
  3. washwashed with ethyl acetate
  4. customThe solid was dried under reduced pressure
  5. customto give 23 g of the title reference compound as a gray solid

Sources & evidence

ORD record
ord-610564d5f34b42b19a0d1d976e3d35ef
Source dataset
uspto-grants-2009_06
Patent number
US07544703B2

Reaction notes

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