Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(2-aminoethyl)acetamide | HCID 66082 | — |
| Reactant | HCID 11180148 | HCID 11180148 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59168104 | HCID 59168104 | — |
Reaction Steps
2,3-Dichloro-N-(5,6-dichloro-3-methoxy-2-pyrazinyl)-N-{[2-(trimethylsilyl)ethoxy]methyl}benzenesulphonamide (Example 66 part a) (0.26 g) was dissolved in acetonitrile (1.0 mL) and N-acetylethylenediamine (0.055 mL) and triethylamine (0.19 mL) added. After 48 h, the reaction mixture was concentrated and chromatography on silica gel eluting with ethyl acetate gave the title compound protected with the SEM group, as an oil (0.13 g). The oil was dissolved in dichloromethane (2.0 mL) and boron trifluoride etherate (0.14ml) added. After 2 h, ethyl acetate (20 mL) was added and the mixture washed with 5% aqueous citric acid (5 mL), dried (MgSO4) and evaporated. Chromatography on silica gel eluting with ethyl acetate gave the title compound as a solid (0.031 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07662825B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-4b31a4d70eaf4ceb8e077bc7b4d4c50a |
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| Source note | uspto-grants-2010_02 |
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