Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (5-Fluoro-1-benzofuran-2-yl)boronic acid | HCID 22260896 | — |
| Reactant | HCID 86670034 | HCID 86670034 | — |
| Catalyst | Water | HCID 962 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 68193977 | HCID 68193977 | — |
Reaction Steps
To a solution of methyl 3-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (From Ex. 6, step 3, 200 mg, crude) in dioxane (5.0 mL) and three drops of water was added 5-fluorobenzofuran-2-ylboronic acid (210 mg, 1.07 mmol), K3PO4 (272 mg, 1.29 mmol) and Pd(PPh3)4 (25 mg, 0.02 mmol). The reaction was stirred for 1 h at 90° C. under an inert atmosphere of nitrogen in an oil bath. The reaction mixture was concentrated under vacuum to give the residue, which was purified by a silica gel column with 1% to 5% ethyl acetate in petroleum to afford methyl 2-(5-fluoro-1H-inden-2-yl)-3-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)quinoxaline-6-carboxylate as a light red solid (59 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073902B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-6252845f2c4f457ab2acf452e21ac0d4 |
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| Source note | uspto-grants-2015_07 |
|---|