Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86693020 | HCID 86693020 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67515742 | HCID 67515742 | — |
Reaction Steps
To a suspension of NaH (60% in oil, 0.8 g, 19 mmol) in DMF (50 mL) was added tert-butyl ethyl (2-methyl-6-nitropyridin-3-yl)propanedioate (4 g, 13 mmol) at room temperature. The mixture was stirred for 1 hour and CH3I (3.7 g, 26 mmol) was added. The mixture was heated to 40° C. for 2 hours. Cooled to ambient temperature, the mixture was poured to ice/water, extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated and the residue was purified by column chromatograph silica gel to give title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206199B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-b2d2a642778248c8aeffa2a79a6124e8 |
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| Source note | uspto-grants-2015_12 |
|---|