HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59961793, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl iodide | HCID 11166 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-methoxy-3,4-dihydroisoquinolin-1(2H)-one | HCID 10607392 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59961793 | HCID 59961793 | 99% |
Reaction Steps
To a suspension of 95% NaH (1.2 equiv) in anhydrous DMF (2 mL) was slowly added a solution of amide 42 (198 mg, 1.12 mmol) at room temperature. The mixture was stirred at room temperature for 0.5 h after which time allyl iodide (1.2 equiv) was added. The resulting mixture was stirred for 4 hours at this temperature. After addition of water and extraction with EtOAc (3×), the resulting combined organic layers were dried over magnesium sulfate, filtered and concentrated to dryness. The residue was purified by column chromatography on SiO2 (Petroleum ether/EtOAc=1:1) to afford the title compound 43 as a white solid (Yield 242.3 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376387B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-996929b9ce644a419953bb98d508b424 |
| Source note | uspto-grants-2016_06 |