Hydrogen Bromide → 4-(Bromomethyl)Pyridin-2-Amine Hydrobromide
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]=1Participants
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
- stirringThe mixture was stirred for 15 hours at room temperature
- filtrationthe precipitated solid was filtered off
- washwashed with ethyl acetate
- customThe solid was dried under reduced pressure
- 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
Loading…