HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(2,3-Difluoro-4-octylphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo2-(6-hexyloxypyridin-3-yl)pyrimidine | HCID 10969730 | — |
| Reactant | (2,3-Difluoro-4-octylphenyl)boronic acid | HCID 19359093 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(2,3-Difluoro-4-octylphenyl)-2-(6-hexyloxypyridin-3-yl)pyrimidine | HCID 19359110 | 80% |
Reaction Steps
The reaction of 2 mmol of 5-bromo2-(6-hexyloxypyridin-3-yl)pyrimidine, 2.2 mmol of 2,3-difluoro-4-octylphenylboronic acid, 4 mmol of sodium carbonate and 0.02 mmol of tetrakis(triphenylphosphine)palladium(0) in 14 ml of toluene, 7 ml of ethanol and 7 ml of water is carried out Analogously to the procedure indicated for Example 1a). The crude product is separated off by column chromatography on silica gel 60 using n-heptane/ethyl acetate 9:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 0.77 g (80%) of colorless crystals, X 104 SC 94 SA 129 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022492 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-88162b9610194941b0b80ff8b7415698 |
| Source note | uspto-grants-2000_02 |