HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(3-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | 3-Bromo-5-methoxybenzenemethanamine | HCID 53414441 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine | HCID 58467901 | 87% |
Reaction Steps
To a solution of 1-(3-bromo-5-methoxyphenyl)methanamine (2.57 g, 11.9 mmol) and 2,4,5-trichloropyrimidine (2.4 g, 13 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (3.3 g, 24 mmol). The resultant mixture was stirred overnight at room temperature. The reaction mixture was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The residue was purified by silica gel column chromatography to give the desired product (3.7 g, 87%). LCMS for C12H10BrCl2N3O (M+H)+: m/z=361.9, 363.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765727B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-7aa0bc8e71ef4a94ba0020ac5fcddb3f |
| Source note | uspto-grants-2014_07 |