5-Bromo-2-ethylpyridine → 2-Ethyl-5-(1,2,3-triazol-2-yl)pyridine
Reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH3:9])=[N:6][CH:7]=1.[NH:10]1[CH:14]=[CH:13][N:12]=[N:11]1>>[CH2:8]([C:5]1[CH:4]=[CH:3][C:2]([N:11]2[N:12]=[CH:13][CH:14]=[N:10]2)=[CH:7][N:6]=1)[CH3:9]Participants
3
Procedure
The title compound was prepared from 5-bromo-2-ethylpyridine (Preparation 65) and 1,2,3-triazole by a similar method to Preparation 1. The regioisomeric product were separated by column chromatography on silica by gradient elution with ethyl acetate/hexane (1:1→1:0). Fractions containing the title compound eluted first, these were combined and evaporated under reduced pressure to yield an oil, which was distilled b.p.135° C. @ 0.05 mmHg (Kugelrohr).
Workup
- customThe regioisomeric product were separated by column chromatography on silica by gradient elution with ethyl acetate/hexane (1:1→1:0)
- additionFractions containing the title compound
- washeluted first
- customevaporated under reduced pressure
- customto yield an oil, which
- distillationwas distilled b.p.135° C. @ 0.05 mmHg (Kugelrohr)
Sources & evidence
- ORD record
- ord-988c10ea63c546018e894a8edfe7ec9c
- Source dataset
- uspto-grants-2000_01
- Patent number
- US06015825
Reaction notes
Loading…