Methylamine → 5-Bromo-N-methylpyrimidin-2-amine
Reaction equation
[CH3:1][NH2:2].[Br:3][C:4]1[CH:5]=[N:6][C:7](Cl)=[N:8][CH:9]=1>CO>[Br:3][C:4]1[CH:5]=[N:6][C:7]([NH:2][CH3:1])=[N:8][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
40% Aqueous methylamine solution (35 ml) and methanol (20 ml) were added to 5-bromo-2-chloropyrimidine (3 μg, 15.5 mmol) and the resulting mixture was heated to reflux for 3 days. The mixture was cooled, then the solvent was evaporated under reduced pressure, the residue was partitioned with methylene chloride and 1 M sodium hydroxide, the organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (3.0 g, 100%) as a white solid.
Workup
- temperaturethe resulting mixture was heated
- temperatureto reflux for 3 days
- temperatureThe mixture was cooled
- customthe solvent was evaporated under reduced pressure
- customthe residue was partitioned with methylene chloride and 1 M sodium hydroxide
- dry with materialthe organic layer was dried over magnesium sulfate
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-7653f04a989846929be02fc0670fa8bf
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08309546B2
Reaction notes
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