HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178429486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Bromomethyl)-3,5-difluoropyridine | HCID 66815097 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178429486 | HCID 178429486 | 42% |
Reaction Steps
6-methyl-2-sulfanylpyrimidin-4-ol (227 mg, 1.6 mmol) was dissolved in absolute ethanol (20 mL), then triethylamine (335 μL, 2.4 mmol) and 4-(bromomethyl)-3,5-difluoropyridine (350 mg, 1.7 mmol) were added. The mixture was stirred overnight at room temperature. The solvent was removed by evaporation. The residue was triturated in methanol, filtered, washed with water plus diethyl ether, and then dried in vacuo to afford to 2-{[(3,5-difluoropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (179 mg, 42% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.15 (s, 3H), 4.45 (s, 2H), 6.01 (bs, 1H), 8.49 (s, 2H); LRMS (ES+) m/z 270 (100%, M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-c7ff808934914c789d8566df4b266981 |
| Source note | uspto-grants-2016_04 |