Bromine → 7-Bromomethyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine
Reaction equation
[Br:1]Br.[CH3:3][C:4]1[N:9]=[CH:8][N:7]2[N:10]=[CH:11][N:12]=[C:6]2[C:5]=1[CH2:13][CH2:14][CH3:15]>CC(O)=O>[Br:1][CH2:3][C:4]1[N:9]=[CH:8][N:7]2[N:10]=[CH:11][N:12]=[C:6]2[C:5]=1[CH2:13][CH2:14][CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
Br2 (0.153 ml, 3 mmol) is added dropwise to a solution of 7-methyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine (3 mmol) heated at 100° C. in HOAc (10 ml). After the addition, the mixture is stirred at 100° C. overnight. The solvent is removed in vacuo and the residue dissolved in EtOAc (15 ml), washed with Na2S2O3 solution (sat. 5 ml), followed by NaHCO3 (10 ml), and brine (10 ml). The organic phase is dried (Na2SO4) and evaporated. The resulting yellow oil is purified by PTLC, which provides the title compound.
Workup
- additionAfter the addition
- customThe solvent is removed in vacuo
- dissolutionthe residue dissolved in EtOAc (15 ml)
- washwashed with Na2S2O3 solution (sat. 5 ml)
- dry with materialThe organic phase is dried (Na2SO4)
- customevaporated
- customThe resulting yellow oil is purified by PTLC, which
Sources & evidence
- ORD record
- ord-17eaa9ceafd441438d1045638ffd60ea
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07351826B2
Reaction notes
Loading…