HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 68561331, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-(Methylsulfonyl)-1-(6-(piperidin-4-yloxy)pyrimidin-4-yl)indoline | HCID 66709668 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68561331 | HCID 68561331 | 84.2% |
Reaction Steps
Potassium carbonate (153 mg, 1.11 mmol) and the imidazole compound (129 mg, 0.665 mmol) were added to a dioxane (10 mL) solution of the 5-(methylsulfonyl)-1-[6-(piperidin-4-yloxy)pyrimidin-4-yl]indoline (82.9 mg, 0.222 mmol) produced in Reference Example 28, and the mixture was heated to reflux for 8 hours. To the reaction solution, a saturated aqueous solution of ammonium chloride was added, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-3:2, V/V) to obtain the title compound as white powder (46.8 mg, yield: 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232287B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-bd5d3a2496b14948b6edfd3cb799303a |
| Source note | uspto-grants-2012_07 |