HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(4-Benzyloxy-2,3-difluorophenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Benzyloxy-2,3-difluorobenzeneboronic acid | HCID 15218753 | — |
| Reactant | 5-Bromo2-(6-dodecyloxypyridin-3-yl)pyrimidine | HCID 17869404 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(4-Benzyloxy-2,3-difluorophenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine | HCID 17869398 | 49.1% |
Reaction Steps
The reaction of 6 mmol of 5-bromo-2-(6-dodecyloxypyridin-3-yl)pyrimidine, 6 mmol of 4-benzyloxy-2,3-difluorophenylboronic acid, 12 mmol of sodium carbonate 0.06 mmol of bis(dibenzylideneacetone)palladium(0) and 0.12 mmol of triphenylphosphine in 50 ml of toluene, 25 ml of ethanol and 25 ml of water is carried out analogously to the procedure indicated for Example 1a). Corresponding chromatographic purification gives 1.4 g (42%) of a colorless solid, m.p. 115° C., cl.p. 172° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022492 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-2cf8b4c3f53b479bb896742e282250cc |
| Source note | uspto-grants-2000_02 |