HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl propiolate → 2-(4-Fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Reactant | 5-(4-Fluoro-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 68527711 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one | HCID 25072378 | 50% |
Reaction Steps
To a solution of 5-(4-fluoro-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (4.20 g, 2.00 mmol) in ethanol (8 mL) was added ethyl propiolate (0.25 g, 2.60 mmol). The reaction mixture was stirred at reflux for 6 hours. The mixture was stirred at 30° C. for a few minutes after which it was cooled to room temperature. The resulting crystals were collected and washed twice with hexane. The solid was dried under high vacuum at 65° C. for 18 hours to afford 0.23 g (50%) of 2-(4-fluorophenoxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642603B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-f4385d4317164461911d46d1478f1905 |
| Source note | uspto-grants-2014_02 |