HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 58524960, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Quinoline-3-boronic acid | HCID 2734663 | — |
| Reactant | Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphane | HCID 11618717 | — |
| Reactant | HCID 46191440 | HCID 46191440 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58524960 | HCID 58524960 | 55.6% |
Reaction Steps
To a solution of tert-butyl 4-(4-(9-chloro-2-oxo-2H-[1,3]oxazino[5,4-c]quinolin-1(4H)-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate (56 mg, 0.1 mmol) and quinolin-3-ylboronic acid (25 mg, 0.15 mmol) in 1,4-dioxane (1 mL) at room temperature was added bischloroditriphenyl phosphine palladium (4 mg, 0.005 mmol), tert-butyl Xphos (4 mg, 0.01 mmol), and Na2CO3(0.3 mL, 0.3 mmol). The resultant solution was heated to 100° C. for 4 h and then allowed to cool to room temperature, filtered through celite, and washed with EtOAc (3×10 mL). After removal of solvent in vacuo, the residue was purified by flash column chromatography to afford the title compound (35 mg, 55%) . LC-MS: (M+H)=630.30
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889706B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-b5b2092230874c68bc93a09aac2e66e2 |
| Source note | uspto-grants-2014_11 |