Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Reactant | HCID 24904008 | HCID 24904008 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 59727052 | HCID 59727052 | — |
Reaction Steps
A solution of 2,6-dichloro-3-nitropyridine (46) (0.5 g) in acetonitrile (20 mL) was cooled to 0° C. and treated with triethylamine (0.36 mL) followed by 3-(aminomethyl)pyridine (0.26 mL). The mixture was stirred for 30 minutes at 0° C. and eight hours at RT. The resulting solution, which contained the intermediate 6-chloro-3-nitro-N-(pyridin-3-ylmethyl)pyridin-2-amine (47), was transferred to a sealed tube containing benzimidazole (0.84 g) and potassium carbonate (3 g) and heated at 70° C. for 16 h. The mixture was cooled and filtered. The precipitated was washed with water and air-dried to provide 239 mg of the title compound (48).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07884109B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-4ee2f5cf46fd4b788278fedac55fb7df |
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| Source note | uspto-grants-2011_02 |
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