HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178429508, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Bromomethyl)-1-methyl-1H-imidazole | HCID 53427127 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429508 | HCID 178429508 | 42.2% |
Reaction Steps
6-methyl-2-sulfanylpyrimidin-4-ol (846 mg, 5.9 mmol) was dissolved in anhydrous DMF (40 mL), then potassium carbonate (2.46 g, 17.8 mmol) and 5-(bromomethyl)-1-methyl-1H-imidazole (1.56 g, 8.9 mmol) were added. The mixture was stirred for 4 hours at room temperature. The solid was removed by filtration, washed with methanol, and the filtrate was evaporated. The residue was dissolved in DCM/MeOH and purified on silica gel using 10% DCM in MeOH to afford 6-methyl-2-{[(1-methyl-1H-imidazol-5-yl)methyl]sulfanyl}pyrimidin-4-ol (589 mg, 42% yield for 2 steps); 1H NMR (400 MHz, DMSO-d6): δ 2.22 (s, 3H), 3.61 (s, 314), 4.44 (s, 2H), 6.02 (s, 1H), 6.88 (s, 1H), 7.56 (s, 1H); LRMS (ES+) m/z 237 (100%, M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0f8f54a10e1f49c8ab9ae2ca376701ba |
| Source note | uspto-grants-2016_04 |