HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 10144601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | HCID 10273916 | HCID 10273916 | — |
| Product | HCID 10144601 | HCID 10144601 | — |
Reaction Steps
To a solution of 100 mg (0.236 mmol) of 1-(3-hydroxy-benzyl)-4-(4-isopropyl-phenyl)-6-prop-2-ynyloxy-1H-quinazolin-2-one in acetone (5 ml) is added potassium carbonate (326 mg, 2.36 mmol) followed by the mesylate prepared in Step A (5 ml, 1.18 mmol). The reaction mixture is heated at reflux for 2 days. After cooling to room temperature, the reaction mixture is quenched with water and extracted with EtOAc (2×20 ml). The combined organic layers are washed with brine, dried (Na2SO4), filtered and evaporated in vacuo to provide a yellow oil which is purified by flash chromatography on silica gel using dichloromethane/t-butyl methyl ether (1:1) to provide the title compound as a yellow oil. Yield: 101 mg (75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476286B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-4d1f6fe401cc4f2ea15fe365468149e8 |
| Source note | uspto-grants-2013_07 |