Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Hydroxypyridine | HCID 7971 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloronicotinonitrile | HCID 81079 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 43087651 | HCID 43087651 | 55.8% |
Reaction Steps
To a solution of pyridin-3-ol (1.3 g, 10 mmol) in N,N-dimethyl formamide (25 ml) was added 60 % NaH in mineral oil (0.3 g, 15 mmol) and 2-chloronicotinonitrile (1.38 g, 10 mmol) and heated at 120° C. for overnight. The reaction mixture was quenched with 1M NaHCO3 and extracted with ethyl acetate (3×30 ml). The combined organic extracts were washed with saturated NaCl (50 ml), dried (Na2SO4), filtered and concentrated. The crude product was purified by flash column chromatography using dichloromethane to yield 1.1 g (50%) of product. MS (ESI+) m/z 198 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709469B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-9d64255db3124a92ae5e7fb7f88a28ce |
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| Source note | uspto-grants-2010_05 |
|---|