Bromine → 7-Bromomethyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine
Reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][N:5]2[N:8]=[CH:9][N:10]=[C:4]2[C:3]=1[CH2:11][CH2:12][CH3:13].[Br:14]Br>C(O)(=O)C>[Br:14][CH2:1][C:2]1[N:7]=[CH:6][N:5]2[N:8]=[CH:9][N:10]=[C:4]2[C:3]=1[CH2:11][CH2:12][CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
A mixture of 168 (523 mg, 2.75 mmol) and bromine (1.12 g, 7 mmol) in acetic acid (15 mL) is heated in a sealed tube at 110° C. over the weekend. The solvent is removed and the residue is neutralized with aqueous sodium bicarbonate and extracted with ethyl acetate. On drying, the solvent is removed and the crude is purified by PTLC (ethyl acetate:hexanes 1:1) to give the product (169).
Workup
- customThe solvent is removed
- extractionextracted with ethyl acetate
- customOn drying
- customthe solvent is removed
- customthe crude is purified by PTLC (ethyl acetate:hexanes 1:1)
Sources & evidence
- ORD record
- ord-8ecf9765278f464ab89679bd269dedf4
- Source dataset
- uspto-grants-2007_09
- Patent number
- US07271170B2
Reaction notes
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