HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 58994156, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromopropionaldehyde dimethylacetal | HCID 118932 | — |
| Reactant | 5-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochloride | HCID 68694276 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58994156 | HCID 58994156 | 22% |
Reaction Steps
5-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochloride (Prep 67, 243 mg, 1.1 mmol) was dissolved in DMF (2 ml). K2CO3 (153 mg, 1.1 mmol) was added and the mixture was stirred at room temperature for 1 hour. 3-Bromo-1,1dimethoxy-propane (225 mg, 1.11 mmol) was then added and after stirring the reaction at room temperature for 48 hours, the reaction was left at 4° C. for 17 days. Ethyl acetate was then added and the mixture washed with water and brine. The organic phase was dried (Na2SO4) and evaporated. The residue was purified by flash chromatography with DCM-MeOH—NH4OH 98-2-0.2 to afford 75 mg of the title compound (22% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727988B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-139880581b8140598e60dce3f19e2b8f |
| Source note | uspto-grants-2010_06 |