HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403327Generated: October 26, 2026
Diisopropylethylamine → Methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate
https://huagongshe.com/reaction/1403327
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-methylcyclopropanamine hydrochloride | HCID 18546974 | — |
| Reactant | Methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 68194304 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate | HCID 70654244 | 35.3% |
Reaction Steps
To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1.0 g, 4.20 mmol) in DMSO (6 mL) was added DIEA (1.35 g, 10.47 mmol), and N-methylcyclopropanamine hydrochloride (490 mg, 4.58 mmol). The solution was stirred 10 mins at room temperature and 2 h at 75° C. Then the reaction was quenched by the addition of water (100 mL) and the solids were collected by filtration to afford methyl 3-(cyclopropyl(methyl)amino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a yellow solid (405 mg, 35%).
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-25ff86816bac4e1099c31477a1ea482e |
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| Source note | uspto-grants-2014_12 |
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