HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 7-chloro-2-(4-cyclopropylpyridin-3-yl)-3,4-dihydroisoquinolin-1 (2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 7-Chloro-3,4-dihydroisoquinolin-1(2H)-one | HCID 18672397 | — |
| Reactant | 4-Cyclopropyl-3-iodopyridine | HCID 66801887 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-chloro-2-(4-cyclopropylpyridin-3-yl)-3,4-dihydroisoquinolin-1 (2H)-one | HCID 56940821 | 25.5% |
Reaction Steps
7-Chloro-3,4-dihydroisoquinolin-1(2H)-one (I-1d: 100 mg, 0.552 mmol) was reacted with 4-cyclopropyl-3-iodopyridine (I-73c: 162 mg, 0.662 mmol), 1,4-dioxane (5 mL), copper iodide (31 mg, 0.165 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (8 mg, 0.055 mmol) and potassium phosphate (351 mg, 1.657 mmol for 48 hours at 120° C. to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 42 mg of the product (25.45% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ea8f7d00c6c94cd8b972d373e3518ca9 |
| Source note | uspto-grants-2015_02 |