HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[(2-Methoxy-ethylamino)-methyl]-3,5,7,8tetrahydro-pyrano[4,3-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 2-methoxyethyl((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methyl)carbamate | HCID 136612914 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-[(2-Methoxy-ethylamino)-methyl]-3,5,7,8tetrahydro-pyrano[4,3-d]pyrimidin-4-one | HCID 136627242 | — |
Reaction Steps
To a solution of tert-butyl 2-methoxyethyl((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methyl)carbamate (257 mg, 0.545 mmol) in dioxane (5 mL) was added hydrochloric acid (4M in dioxane, 0.818 mL, 3.3 mmol) and the solution was stirred for 8 h. The precipitate was filtered and washed with ether. The residue was re-dissolved in ether, and stirred overnight (8 h) in ether. The precipitate was filtered and washed with ether to yield the title compound as a hydrochloride salt (107 mg). 1H NMR (400 MHz, MeOD) δ ppm 4.50 (s, 2H) 4.27 (s, 2H) 3.90-4.03 (m, 3H) 3.66-3.77 (m, 2H) 3.43 (s, 3H) 3.35-3.41 (m, 3H) 2.74 (s, 2H). MS (m/z, MH+): 239.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181266B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-98509d0584d148dfbd93b1cfa452cc5a |
| Source note | uspto-grants-2015_11 |