HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(6-Butoxypyridin-3-yl)-2-(2,3-difluoro-4-octylphenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,3-Difluoro-4-octylphenyl)boronic acid | HCID 19359093 | — |
| Reactant | 5-(6-Butoxypyridin-3-yl)-2-chloropyrimidine | HCID 19359103 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(6-Butoxypyridin-3-yl)-2-(2,3-difluoro-4-octylphenyl)pyrimidine | HCID 19359099 | 46.3% |
Reaction Steps
The reaction of 2 mmol of 5-(6-butoxypyridin-3-yl)-2-chloropyrimidine, 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 10 ml of toluene, 5 ml of ethanol and 5 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 heptane/ethyl acetate 9:1 (v/v) as eluent and is recrystallized from acetonitrile, giving 0.42 g (46%) of colorless crystals, X 84 SC 73 SA 162 I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022492 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-9b85a02714b14e8e949e1180d270338f |
| Source note | uspto-grants-2000_02 |