HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methoxybenzylamine | HCID 21156 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine | HCID 58467898 | 93.2% |
Reaction Steps
To a solution of 3-methoxybenzylamine (0.75 g, 5.4 mmol) and 2,4,5-trichloropyrimidine (1.1 g, 6.0 mmol) in N,N-dimethylformamide (20 mL) was added potassium carbonate (2.3 g, 16 mmol). The resulting mixture was stirred overnight at room temperature. The reaction was quenched with water. Ethyl acetate (“EtOAc”) was added and the layers were separated. The aqueous layer was extracted with EtOAc once. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The crude product was purified by silica gel column chromatography to give the desired product as a white powder (1.43 g, 92%). LCMS for C12H12ClN3O (M+H)+: m/z=284.0, 286.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765727B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c50a497f18a442f981a6911f87a3133f |
| Source note | uspto-grants-2014_07 |