HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 6,7-Dimethoxy-2-(4-methyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Corydaldine | HCID 610097 | — |
| Reactant | 3-Iodo-4-methylpyridine | HCID 14423513 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6,7-Dimethoxy-2-(4-methyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one | HCID 66807327 | 24.3% |
Reaction Steps
Using analogous reaction conditions as described in Example 1, 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one (I-40d: 100 mg, 0.483 mmol) was reacted with 3-iodo-4-methyl-pyridine (105 mg, 0.483 mmol), 1,4-dioxane (10 mL), copper iodide (9.2 mg, 0.0483 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (21.5 mg, 0.144 mmol) and potassium phosphate (255 mg, 1.207 mmol) to afford the crude product. Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 35 mg of the product (24% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-f7a215a3479e44e0b30c1d555025d4e2 |
| Source note | uspto-grants-2015_02 |