HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → [4-(4-Fluoro-phenyl)-6-methoxy-[1,3,5]triazin-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | (4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 86640783 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | [4-(4-Fluoro-phenyl)-6-methoxy-[1,3,5]triazin-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 59278683 | 48.1% |
Reaction Steps
A mixture of (4-chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (150 mg, 0.43 mmol), 4-fluorobenzeneboronic acid (67 mg, 0.48 mmol), tetrakis-(triphenylphosphin)-palladium (20 mg, 0.02 mmol) and sodium carbonate (92 mg, 0.87 mmol) in 3 ml of dioxane was refluxed overnight. The mixture was diluted with water, extracted with ethyl acetate and purified by chromatography on silica gel using ethyl acetate as an eluent to give the title compound as a colorless solid (84 mg, yield=47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389717B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-e856de9129e446bdbd4c62afcb5ff316 |
| Source note | uspto-grants-2013_03 |