HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59448369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromopropionaldehyde dimethylacetal | HCID 118932 | — |
| Reactant | HCID 135995202 | HCID 135995202 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59448369 | HCID 59448369 | 40.1% |
Reaction Steps
5-(4,5-dimethyl-1,3-thiazol-2-yl)-3-(phenylcarbonyl)-2,4(1H,3H)-pyrimidinedione (Prep 16, 80 mg, 0.244 mmol), K2CO3 (33.8 mg, 0.244 mmol), TBAI (9.03 mg, 0.024 mmol) and 3-bromo-1,1-bis(methyloxy)propane (0.033 mL, 0.244 mmol) in dry N,N-Dimethylformamide (DMF) (1.5 mL) were stirred in a closed vial at rt for 2 days then it was left standing at rt over the weekend. The mixture was diluted with EtOAc (20 mL) and washed with small portion of ice-water (3×1 mL). The organic was dried (Na2SO4, rotaevaporator) to afford a crude (95 mg) that was purified by silica chromatography, eluting with Cyclohexane:EtOAc 100:0 to 50:50 to afford the title compound as a white solid (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178549B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-72e79112eaab4b57a99b7ae559de8b92 |
| Source note | uspto-grants-2012_05 |