Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | Methyl 2-(3,4-diaminophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate | HCID 70664805 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178497314 | HCID 178497314 | 21.4% |
Reaction Steps
To a solution of methyl 2-(3,4-diaminophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (635 mg, crude) in HCl (1N, 150 mL) was added sodium nitrite (132 mg, 1.91 mmol) in water (1 mL) at 0° C. After stirring for 15 min at 0° C., the reaction mixture was extracted with dichloromethane (3×50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to give a residue, which was purified via silica gel chromatography (3% methanol in dichloromethane) to afford methyl 2-(1H-benzo[d][1,2,3]triazol-5-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as a yellow solid (140 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-fef979e5182c4756a0f6102ac715b14d |
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| Source note | uspto-grants-2014_12 |
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