Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 89964305 | HCID 89964305 | — |
| Reactant | HCID 89964810 | HCID 89964810 | — |
| Product | HCID 89964215 | HCID 89964215 | — |
Reaction Steps
2-bromo-4-fluoro-3-methoxypyridine. To a 0° C. solution of 4-fluoro-3-methoxypyridin-2-amine (1 eq.) and 48% HBr (10 eq.) is added bromine (3 eq.) dropwise, followed by the addition of 40% NaNO2 (5.5 eq.). The reaction is stirred at 0° C. until judged complete by TLC. The reaction mixture is adjusted to pH 13 with 50% NaOH (aq). The aqueous solution is extracted with EtOAc. The combined EtOAc layers are dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952009B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-a9316fb4733145068ed887fc5a5f20e0 |
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| Source note | uspto-grants-2015_02 |
|---|