Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Methoxyaniline | HCID 10824 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 9-chloro-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168298 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58168307 | HCID 58168307 | 20.1% |
Reaction Steps
Compound 6 (50 mg, 0.22 mmol), Pd(OAc)2 (4 mg, 0.02 mmol), X-Phos (17 mg, 0.03 mmol), NaOtBu (125 mg, 1.30 mmol), and m-anisidine (0.04 mL, 0.33 mmol) were dissolved in dioxane (2 ml) and stirred for 72 hrs at 100° C. The crude material was purified directly via Biotage eluting with a gradient of 0 to 10% MeOH in CH2Cl2 to provide 231 (14 mg, 19% yield) as a white solid. LC-MS (M+H=318, obsd.=318).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08735584B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-d9cdaed93f0049ba880c5e5af872bd29 |
|---|
| Source note | uspto-grants-2014_05 |
|---|
