HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178429475, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(chloromethyl)-4-methyl-1-(propan-2-yl)-1H-imidazole hydrochloride | HCID 66820884 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 178429475 | HCID 178429475 | 28% |
Reaction Steps
A mixture of 5-(chloromethyl)-4-methyl-1-(propan-2-yl)-1H-imidazole hydrochloride (824 g, 3.9 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (970 mg, 7.0 mmol), and potassium carbonate (1.2 g, 9.0 mmol) in acetone (30 mL) was stirred at room temperature for 2 days. The solid material was removed by filtration. The filtrate was recovered and evaporated. The crude product was purified by flash chromatography (0-8% MeOH/DCM), affording 6-methyl-2-({[4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methyl}-sulfanyl)pyrimidin-4-ol (215 mg, 28% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.36 (d, 3H, J=6.7 Hz), 2.09 (s, 3H), 2.19 (s, 3H), 4.31 (m, 1H), 4.45 (s, 2H), 6.00 (s, 1H), 7.66 (s, 1H); M+ 279. The product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040538B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-7adba50926f74f948f960007e3437181 |
| Source note | uspto-grants-2015_05 |