HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[(4-chloro-2-ethyl-3-pyridinyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 178437618 | HCID 178437618 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-[(4-chloro-2-ethyl-3-pyridinyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochloride | HCID 178437619 | 200% |
Reaction Steps
2-{[(4-chloro-2-ethylpyridin-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (260 mg, 879 μmol) was stirred in methanol (30 mL) and a solution of 4 N HCl in dioxane (330 μL, 1.32 mmol) was added dropwise at 0° C. The mixture was stirred for 30 minutes at room temperature. The solvent was removed by evaporation, and the residue was triturated with diethyl ether and dried in vacuo to afford 2-{[(4-chloro-2-ethylpyridin-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol hydrochloride (292 mg, 100% yield); 1H NMR (400 MHz, DMSO-d6) δ 1.27 (t, J=7.4 Hz, 3H), 2.25 (s, 3H), 3.15-3.21 (m, 2H), 4.69 (s, 2H), 6.12 (s, 1H), 7.87 (d, J=5.9 Hz, 1H), 8.61 (d, J=5.9 Hz, 1H); LRMS (ES+) m/z 296 (20%, M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040538B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-3a09ab78a3054f129bd784cd9ac628a0 |
| Source note | uspto-grants-2015_05 |