HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 2-(4-methylpyridin-3-yl)-3,4-dihydro-2,6-naphthyridin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 3,4-Dihydro-2,6-naphthyridin-1(2H)-one | HCID 12251973 | — |
| Reactant | 3-Iodo-4-methylpyridine | HCID 14423513 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(4-methylpyridin-3-yl)-3,4-dihydro-2,6-naphthyridin-1(2H)-one | HCID 66807429 | 15.27% |
Reaction Steps
3,4-Dihydro-2,6-naphthyridin-1(2H)-one (I-67h: 45 mg, 0.304 mmol) was reacted with 3-iodo-4-methylpyridine (100 mg, 0.456 mmol), copper iodide (5.7 mg, 0.0304 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (12.95 mg, 0.0912 mmol) and potassium phosphate (193.3 mg, 0.912 mmol) in 1,4-dioxane (5 mL) to afford the crude product. Purification by column chromatography on silica gel (4% methanol in CHCl3), followed by preparative HPLC afforded 11 mg of the product (15.27% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-0c78a3608283436f99b15c1451ed2b6b |
| Source note | uspto-grants-2015_02 |