HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 178429507, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (1-(propan-2-yl)-1H-imidazol-5-yl)methanol | HCID 20568531 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 178429507 | HCID 178429507 | 40.5% |
Reaction Steps
[1-(propan-2-yl)-1H-imidazol-5-yl]methanol (255 mg, 1.8 mmol) was dissolved in SOCl2 (2 mL) and diethyl ether (10 mL). After 3 hours, the solvents were evaporated. To the solid was added potassium carbonate (414 mg, 3 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (200 mg, 1.4 mmol), and acetone (20 mL). The resulting mixture was stirred at room temperature overnight. Acetone was evaporated, and the crude solid was purified by column chromatography to provide the title compound as a white solid (150 mg, 32% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.51 (m, 6H), 2.27 (s, 3H), 4.53 (m, 1H), 4.92 (s, 2H), 6.01 (br, 1H), 6.99 (s, 1H), 7.83 (s, 1H); M+265.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ee5678ae227b46569945ba5e2604a632 |
| Source note | uspto-grants-2016_04 |