HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(2,3-Difluoro-4-octylphenyl)-5-(6-hexyloxypyridin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,3-Difluoro-4-octylphenyl)boronic acid | HCID 19359093 | — |
| Reactant | 2-Chloro-5-(6-hexyloxypyridin-3-yl)pyrimidine | HCID 19359106 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(2,3-Difluoro-4-octylphenyl)-5-(6-hexyloxypyridin-3-yl)pyrimidine | HCID 19359115 | 39% |
Reaction Steps
The reaction of 2.5 mmol of 2-chloro-5-(6-hexyloxypyridin-3-yl)pyrimidine, 2.5 mmol of 2,3-difluoro-4-octylphenylboronic acid, 5 mmol of sodium carbonate and 0.025 mmol of tetrakis(triphenylphosphine)palladium(0) in 8 ml of toluene, 4 ml of ethanol and 4 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 dichloromethane/ethyl acetate 98:2 (v/v) as eluent and is recrystallized from acetonitrile, giving 0.47 g (39%) of colorless crystals, X 94.5 SC 125.5 SA 156 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022492 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-5e29e5bbd6d04f9e99cabb59465b956b |
| Source note | uspto-grants-2000_02 |