Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,4-Dichloro-6-methylpyrimidine | HCID 79471 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Propylamine | HCID 7852 | — |
| Product | HCID 11137831 | HCID 11137831 | — |
Reaction Steps
To a solution of 2,4-dichloro-6-methylpyrimidine (1.00 g) in dimethyl sulfoxide (10 mL), N,N-diisopropylethylamine (1.07 mL) and propylamine (0.51 mL) were added at room temperature, and the mixture was stirred at the same temperature for 2 hours. To the reaction mixture, N,N-diisopropylethylamine (1.07 mL) and propylamine (0.51 mL) were added at room temperature, and the mixture was stirred at the same temperature for 2 hours. To the reaction mixture, water and ethyl acetate were added. The organic layer was separated, washed with saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent, 90 to 70% hexane in ethyl acetate) to obtain 2-chloro-6-methyl-N-propylpyrimidin-4-amine (T1, 776 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09145415B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-5b18c7f0901c49ba8ae5c4a7570d2241 |
|---|
| Source note | uspto-grants-2015_09 |
|---|