HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → [3-(2-Ethoxypyrimidin-5-yl)-2-fluorophenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | 5-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-chloropyrimidine | HCID 86686231 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [3-(2-Ethoxypyrimidin-5-yl)-2-fluorophenyl]methanol | HCID 68309615 | — |
Reaction Steps
5-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-chloropyrimidine (200 mg) was mixed with THF (4 ml), and sodium ethoxide (132 mg) was added thereto, followed by stirring at room temperature for 3 hours, and then a 1 M TBAF/THF solution (1.2 ml) was added thereto, followed by stirring at room temperature for 1 hour. Water and EtOAc were added to the reaction mixture, and the organic layer was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain [3-(2-ethoxypyrimidin-5-yl)-2-fluorophenyl]methanol (129 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716470B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-898c8b6ad10a4550865bdf564f2d2234 |
| Source note | uspto-grants-2014_05 |