Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 58446996 | HCID 58446996 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57336666 | HCID 57336666 | 46% |
Reaction Steps
A 250 mL round bottom flask was charged with 5-bromo-2,4-dichloro-3-nitropyridine (3.5 g, 12.6 mmol) and a solution of ammonia in 1,4-dioxane (150 mL). The mixture was heated at 30° C. for 4 h. Work-up: the reaction mixture was concentrated in vacuo. The residue was poured into saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was further purified by flash column chromatography on silica gel with 20% EtOAc in petroleum ether, to afford 1.5 g (46%) of the product as a white solid. MS m/z: 252 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569300B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-a9f505e2224f475896dd2b73669f1174 |
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| Source note | uspto-grants-2013_10 |
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