Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 86670578 | HCID 86670578 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 70664928 | HCID 70664928 | 42.8% |
Reaction Steps
To a solution of methyl 3-(2-methylpiperidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (880 mg, crude) in dioxane (25 ml) was added Pd(PPh3)4 (100 mg, 0.09 mmol), 4-fluorophenylboronic acid (485 mg, 3.47 mmol), K3PO4 (735 mg, 3.46 mmol) and water (3 ml). The resulting solution was stirred for 1 hour at 90° C. under an inert atmosphere of nitrogen, and then concentrated in vacuo to give a residue, which was purified via silica gel column chromatography (1%-10% ethyl acetate in petroleum ether) to afford methyl 2-(4-fluorophenyl)-3-(2-methylpiperidin-1-yl)quinoxaline-6-carboxylate as a yellow solid (330 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912188B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-afca79fe3f8143f28e570fdfc0b212fc |
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| Source note | uspto-grants-2014_12 |
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