HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 58524996, 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 58524986 | HCID 58524986 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58524996 | HCID 58524996 | 47.9% |
Reaction Steps
To a solution of tert-butyl 4-(4-(9-chloro-3-methyl-2-oxo-3,4-dihydropyrimido[5,4-c]quinolin-1(2H)-yl)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate (57 mg, 0.1 mmol) and quinolin-3-ylboronic acid (26 mg, 0.15 mmol) in 1,4-dioxane (2 mL) at room temperature was added bischloroditriphenylphosphine (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 12 h before cooling to room temperature. The reaction mixture was filtered through celite. The solvent was removed in vacuo and the resulting crude residue was purified by flash column chromatography to afford the title product 32 mg (47%). LC-MS: (M+H)=668.38
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889706B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-185d4d6d85bc46ab81e5a7418536e54a |
| Source note | uspto-grants-2014_11 |