HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [(2,4-Dichloropyrimidin-5-yl)methyl](4-methoxyphenyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluoro-4-methoxyaniline | HCID 3756383 | — |
| Reactant | 2,4-Dichloro-5-(chloromethyl)pyrimidine | HCID 13568279 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | [(2,4-Dichloropyrimidin-5-yl)methyl](4-methoxyphenyl)amine | HCID 21939303 | — |
Reaction Steps
A mixture of 2,4-dichloro-5-chloromethyl-pyrimidine (3.70 g, 18.7 mmol) (from Example 1b supra), 2-fluoro-4-methoxy-phenylamine (2.40 g, 17.0 mmol) (from Example 14a supra) and potassium carbonate (4.70 g, 34.0 mmol) in acetone (100 mL) was stirred at room temperature for 18 hours. The precipitate was filtered off and the solution was concentrated under reduced pressure. The residue was diluted with ethyl acetate and washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. This residue was purified by flash chromatography eluting with ethyl acetate-hexanes (1:4) to give [(2,4-dichloropyrimidin-5-yl)methyl]-(4-methoxyphenyl)-amine. (Yield 3.99 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115740B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-aee47a38195744a099f750d70709e0e1 |
| Source note | uspto-grants-2006_10 |