Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Reactant | 2-Bromo-5-nitropyridin-4-amine | HCID 13040403 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68871620 | HCID 68871620 | — |
Reaction Steps
Under nitrogen, to a solution of 2-bromo-5-nitro-4-pyridineamine (3.67 g, 16.8 mmol) and methyl 3-hydroxybenzoate (2.82 g, 18.5 mmol) in DMF (100 mL), was added NaH (810 mg, 60% suspension, 20.2 mmol). 5 min later, the reaction mixture was heated to 65° C. The reaction mixture was concentrated, taken up in EtOAC, washed with NaOH solution (1.0N), saturated NH4Cl solution and brine, dried over Na2SO4, filtered and concentrated to afford the title compound, which was used directly to next step without further purification. MS (ES+) m/e 290 [+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547779B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-ec46cbc5431345bb9369178d5ae3115b |
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| Source note | uspto-grants-2009_06 |
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