HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278893Generated: November 1, 2026
Stannous chloride dihydrate → 5-((2-Chloropyridin-4-yl)oxy)-6-methylpyridin-2-amine
https://huagongshe.com/reaction/2278893
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-((2-Chloropyridin-4-yl)oxy)-2-methyl-6-nitropyridine | HCID 90403621 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-((2-Chloropyridin-4-yl)oxy)-6-methylpyridin-2-amine | HCID 90402972 | 73% |
Reaction Steps
A solution of Example A6 (1 g, 3.76 mmol) in EtOH (38 mL) was treated with tin(II) chloride dihydrate (4.25 g, 18.8 mmol), heated at 80° C. for 30 h, then cooled to RT and treated slowly with satd. NaHCO3. The mixture was stirred for several minutes, the solids removed via filtration through diatomaceous earth and the filtrate was dried over Na2SO4 and concentrated to dryness to afford crude 5-((2-chloropyridin-4-yl)oxy)-6-methylpyridin-2-amine (645 mg, 73%) which was used without further purification. MS (ESI) m/z: 236.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133183B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-2125390650f44b3f85985cc64df83f14 |
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| Source note | uspto-grants-2015_09 |
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