HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine | HCID 85928037 | — |
| Product | 4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine | HCID 86619877 | — |
Reaction Steps
To a stirred solution of 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of Example 1, step ii) (5 g) in dry methanol (40 mL) was added 60% sodium hydride (0.68 g) batchwise over 5 min. The reaction mixture was stirred for 5 h, H2O added and the solvents were partially evaporated. The residue was extracted with EtOAc which was washed with H2O, dried (MgSO4) and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel, eluting with Et2O/iso-hexane (5:95) to give the subtitle compound as a white solid. Yield: 4.05 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722883B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-7d761d20801145a997c28867911e3c70 |
| Source note | uspto-grants-2014_05 |