Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 5-Bromo-2-chloropyridine | HCID 2734414 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Bromo-2-methoxypyridine | HCID 2734895 | 33% |
Reaction Steps
A 0.5 M sodium methoxide methanol solution (NaOMe in MeOH, 10.4 mL, 5.19 mmol) was added to 5-bromo-2-chloropyridine (96, 500 mg, 2.59 mmol) dissolved in methanol (10 mL) at room temperature, stirred at 90° C. for 24 hours, followed by adding water. Organic compounds were extracted with ethyl acetate and evaporated after a treatment with sodium sulfate. Purification was performed by column chromatograph to give the target compound 2-methoxy-5-bromopyridine (97a, 160 mg, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08497260B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-400f3131852041d3919fdc6c7632c36c |
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| Source note | uspto-grants-2013_07 |
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