Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Bromo-2-chloropyridine | HCID 693324 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Bromo-2-methoxypyridine | HCID 12533390 | 95.3% |
Reaction Steps
Under an argon atmosphere, to a solution of 3-bromo-2-chloropyridine (4.76 g) in DMF (30 mL) was added 28% sodium methoxide methanol solution (5.73 g) at room temperature, and the mixture was stirred at 80° C. for 30 min. Water was added at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (4.43 g) as a pale-yellow oil. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-c11ec9b5c79540198f0d0cceed6cb226 |
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| Source note | uspto-grants-2016_07 |
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