HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58166473, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloromethyl pivalate | HCID 87885 | — |
| Reactant | HCID 178484257 | HCID 178484257 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58166473 | HCID 58166473 | — |
Reaction Steps
To DMF (3 mL) were added N′-(5-fluoro-2-hydroxypyrimidin-4-yl)-N,N-dimethylformamidine (100 mg, 0.54 mmol), cesium carbonate (196 mg, 0.6 mmol), and chloromethyl pivalate (90 mg, 0.6 mmol), and the mixture was shaken at room temperature for 16 h. The mixture was partitioned between EtOAc and H2O. The organic phase was dried over MgSO4, filtered, and evaporated. To the resultant crude oil Et2O (3.5 mL) was added and a precipitate formed which was collected by filtration. The title compound was isolated as a white solid (37 mg, 23%): mp 193-194° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.67 (s, 1H), 8.07 (d, J=6.3 Hz, 1H), 5.60 (s, 2H), 3.22 (s, 3H), 3.09 (s, 3H), 1.11 (s, 9H); ESIMS m/z 299 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916579B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-68c3476f5ab842ed9565ed3896f2bad3 |
| Source note | uspto-grants-2014_12 |