Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 70664990 | HCID 70664990 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70664913 | HCID 70664913 | — |
Reaction Steps
To a solution of methyl 3-(cyclobutylamino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (67 mg, 0.19 mmol) in tetrahydrofuran (20 mL) was added sodium hydride (30 mg, 60%) and CH3I (135 mg, 0.95 mmol). The resulting solution was stirred overnight at 10° C. The reaction was then quenched by the addition of NH4Cl solution (50 mL), extracted with ethyl acetate (4×20 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%-10% ethyl acetate in petroleum ether) to afford methyl 3-[cyclobutyl(methyl)amino]-2-(4-fluorophenyl)quinoxaline-6-carboxylate as a yellow solid (70 mg, crude).
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-7dbfe952ebf74d03ae2bbf1765bded88 |
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| Source note | uspto-grants-2014_12 |
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