Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[N:4]=1.[I:10]N1C(=O)CCC1=O>C(O)(=O)C>[I:10][C:8]1[C:3]([O:2][CH3:1])=[N:4][C:5]([NH2:9])=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 4-methoxy-pyrimidin-2-ylamine (405 mg) in acetic acid (10 mL) was added N-iodosuccinimide (950 mg) and the mixture was heated at 80° C. for 4 h. After cooling to room temperature, the reaction was quenched with 5% aqueous sodium thiosulphate solution (20 mL) and the solvent removed in vacuo. The product was then extracted into dicholoromethane (3×20 mL) and the combined organics were washed with brine (40 mL), dried (MgSO4) and reduced in vacuo to give 5-iodo-4-methoxy-pyrimidin-2-ylamine as a white solid.
Workup
- temperatureAfter cooling to room temperature
- customthe reaction was quenched with 5% aqueous sodium thiosulphate solution (20 mL)
- customthe solvent removed in vacuo
- extractionThe product was then extracted into dicholoromethane (3×20 mL)
- washthe combined organics were washed with brine (40 mL)
- dry with materialdried (MgSO4)
Sources & evidence
- ORD record
- ord-04651d658a8b47e985779050a00e7dee
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08383620B2
Linked notes
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