HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178429513, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)-2-methyl-1,3-thiazole | HCID 736341 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429513 | HCID 178429513 | 18% |
Reaction Steps
6-methyl-2-sulfanylpyrimidin-4-ol (772 mg, 5.4 mmol) was dissolved in anhydrous DMF (30 mL), then potassium carbonate (2.25 g, 16.3 mmol) and 4-(chloromethyl)-2-methyl-1,3-thiazole (1.50 g, 8.1 mmol) were added. The mixture was stirred overnight at room temperature. The solid was removed by filtration and 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-{[(2-methyl-1,3-thiazol-4-yl)methyl]sulfanyl}pyrimidin-4-ol (244 mg, 18% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 2.59 (s, 3H), 4.40 (s, 2H), 5.98 (bs, 1H), 7.36 (s, 1H); LRMS (ES+) m/z 254 (80%, M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-8c3eff838ba8433e841ccb890651f18f |
| Source note | uspto-grants-2016_04 |