Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hexylamine | HCID 8102 | — |
| Reactant | 2-Chloro-4-cyanopyridine | HCID 568638 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-(Hexylamino)isonicotinonitrile | HCID 22939275 | 46% |
Reaction Steps
2-Chloro-4-cyanopyridine (0.40 g, 2.9 mmol) was dissolved in N-methylpyrrolidone (2.0 ml), and hexylamine (1.15 ml, 8.7 mmol) was added thereto. The reaction mixture was stirred at 100° C. for 4 hrs, combined with water, extracted with ethyl acetate, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to a silica gel (50 g) column chromatography, eluted with hexane-ethyl acetate (3:1, v/v) to give the titled compound (0.26 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399759B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-fb1fa2bc12784f9ab4b6340887285d47 |
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| Source note | uspto-grants-2008_07 |
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