Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,6-Dichloropyridine-3-carboxamide | HCID 22142778 | — |
| Reactant | HCID 57968821 | HCID 57968821 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86636463 | HCID 86636463 | 29.6% |
Reaction Steps
To a solution of 2,6-dichloro-nicotinamide (1) (4 g, 20.9 mmol) in acetonitrile (anhydrous, 60 mL) were added tert-butylamine (2) (13.28 mL, 12.6 mmol) and triethylamine (15.7 mL, 12.6 mmol). The reaction was heated at 80° C. for 2 days. The solution was cooled to room temperature and the resulting suspension was filtered. The filtrate was concentrated in vacuo. The residue was purified by Biotage silica gel chromatography with 20%-100% EtOAc/hexanes gradient elution to afford 850 mg (18% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08039450B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-959f3f4cec0942288de43583bd88cb1a |
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| Source note | uspto-grants-2011_10 |
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