HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 5-(2,3-Difluoro-4-octylphenyl)-2-(6-octyloxypyridin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-(6-octyloxypyridin-3-yl)pyrimidine | HCID 19359091 | — |
| Reactant | (2,3-Difluoro-4-octylphenyl)boronic acid | HCID 19359093 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(2,3-Difluoro-4-octylphenyl)-2-(6-octyloxypyridin-3-yl)pyrimidine | HCID 19359096 | 84.1% |
Reaction Steps
The reaction of 3.5 mmol of 5-bromo-2-(6-octyloxypyridin-3-yl)pyrimidine, 3.85 mmol of 2,3-difluoro-4-octylphenylboronic acid, 7 mmol of sodium carbonate and 0.04 mmol of tetrakis(triphenylphosphine)palladium(0) in 20 ml of toluene: 10 ml of ethanol and 10 ml of water it carried out analogously to the procedure indicated for Example 1a). The crude product is separated off by column chromatography on silica gel 60 using heptane/ethyl acetate 9:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 1.5 g (83%) of colorless crystals, X 105 SC 104 SA 127 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022492 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-3615f63e61c141168aab209d3977a634 |
| Source note | uspto-grants-2000_02 |