Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| 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 70665294 | HCID 70665294 | 46.8% |
Reaction Steps
To a solution of methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate (200 mg, 0.63 mmol) in DMSO (10 mL) was added DIEA (489 mg, 3.79 mmol) and propan-2-amine (149.4 mg, 2.53 mmol) under nitrogen atmosphere. After stirring overnight at 70° C., the reaction mixture was dissolved in water (100 mL), extracted with dichloromethane (3×80 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a residue. Purification via silica gel column chromatography (2% ethyl acetate in petroleum ether) afforded methyl 2-(4-fluorophenyl)-3-(isopropylamino)quinoxaline-6-carboxylate as a light yellow solid (100 mg, 44%).
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-9eb24a6f6cff4f9b94eaecc9ac9f85e1 |
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| Source note | uspto-grants-2014_12 |
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