Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetamide | HCID 6580 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Benzyl-1,2,3,4-tetrahydroquinoxaline | HCID 16244593 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86712753 | HCID 86712753 | 97.5% |
Reaction Steps
A solution of 1 g (4.46 mmol) 1-benzyl-1,2,3,4-tetrahydroquinoxaline in 10 ml of dimethylformamide was treated with 3.14 ml (18.15 mmol) of N-Ethyl-N-isopropylpropan-2-amine, and subsequently 863 mg (9.23 mmol) 2-chloroacetamide was added. The reaction mixture was heated in a microwave system at 100° C. for four hours. The resulting mixture was quenched with water and extracted once with ethylacetate. The aqueous phase was set to pH 10 with sodium hydroxide solution and extracted 3× with ethylacetate. The combined organic extracts were dried with magnesium sulfate, evaporated till dryness and directly purified by column chromatography on silica (eluent: starting with heptane and then up to 100% ethylacetate) to yield 1.224 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09169253B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-74d81cd6398449468d2b4536ec494df4 |
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| Source note | uspto-grants-2015_10 |
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