Reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[CH3:9][NH:10][CH3:11]>CO>[Cl:1][C:2]1[N:3]=[C:4]([N:10]([CH3:11])[CH3:9])[CH:5]=[CH:6][N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2,4-dichloropyrimidine (104, 500 mg, 3.30 mmol) was dissolved in methanol (5 mL) having 2.0 M dimethylamine dissolved therein, stirred at room temperature for 3 hours. Then, the methanol solvent was removed under reduced pressure and water was added to the reaction mixture. Organic compounds were extracted with ethyl acetate, and the recovered organic solution was washed with a saturated aqueous solution of sodium chloride and evaporated after a treatment with sodium sulfate. Purification was performed by column chromatograph to give the target compound 2-chloro-4-(N,N-dimethylamino)pyrimidine (106c, 426 mg, 80%) as a white solid.
Workup
- dissolutiondissolved
- customThen, the methanol solvent was removed under reduced pressure and water
- additionwas added to the reaction mixture
- extractionOrganic compounds were extracted with ethyl acetate
- washthe recovered organic solution was washed with a saturated aqueous solution of sodium chloride
- customevaporated after a treatment with sodium sulfate
- customPurification
Sources & evidence
- ORD record
- ord-8a5b2f72baff42b985b64400774426b0
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08497260B2
Linked notes
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