Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate | HCID 77231184 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70664992 | HCID 70664992 | 41% |
Reaction Steps
To a solution of methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate (100 mg, 0.32 mmol) in DMSO (3 mL) was added dipropylamine (100 mg, 0.99 mmol) and DIEA (100 mg, 0.77 mmol). The resulting solution was stirred overnight at 85° C. and then diluted with water (50 mL), extracted with ethyl acetate (3×20 mL), and the organic layers combined, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give a residue, which was purified via silica gel column chromatography (2.5%-4% ethyl acetate in petroleum ether) to afford methyl 3-(dipropylamino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate as a yellow solid (50 mg, 41%).
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-a88d25a5508f48e7ad2fcb75e2c2ce5b |
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| Source note | uspto-grants-2014_12 |
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