Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-chloropyrazine-2-carboxylate | HCID 1519497 | — |
| Reactant | HCID 59623734 | HCID 59623734 | — |
| Product | HCID 59623738 | HCID 59623738 | — |
Reaction Steps
To C-(2,4-dichloro-phenyl)-N-(2-fluoro-ethyl)-methanesulfonamide (Example 8.1) (0.231 g) was added successively 3-chloro-pyrazine-2-carboxylic acid methyl ester (0.151 g), potassium carbonate (0.446 g) and N,N-dimethylformamide (2 ml). The reaction mixture was heated in a microwave for 25 minutes at 120° C. The reaction mixture was diluted with ethyl acetate and washed with aqueous hydrochloric acid (2M). The organic extracts were dried over magnesium sulfate and concentrated. The residue was dissolved in acetonitrile (1 ml) and 4-dimethylaminopyridine (“DMAP”) (1 mg) and 2,2-dimethylpropionyl chloride (7 μl) were added. The reaction mixture was heated in a microwave at 120° C. for 25 minutes. The reaction mixture was concentrated and the residue purified by column chromatography on silica gel (eluent: ethyl acetate/hexane 15:85) to give Compound No. C58 of Table C (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08133849B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-0e63f38c8fe84334bf26337a14989259 |
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| Source note | uspto-grants-2012_03 |
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