HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049240Generated: November 1, 2026
Stannous chloride dihydrate → 5-((2-Chloropyridin-4-yl)oxy)-6-methylpyridin-2-amine
https://huagongshe.com/reaction/1049240
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 A4 (1 g, 3.76 mmol) in EtOH (37.6 mL) was treated with tin(II) chloride dihydrate (4.25 g, 18.82 mmol) and stirred at 80° C. for 30 h. The mixture was cooled to RT, treated slowly with satd. NaHCO3 (5 mL), stirred for several minutes and filtered through diatomaceous earth. 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%) as an orange solid 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 | US09382228B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-cabf1012490a44c99473fb5a30641051 |
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| Source note | uspto-grants-2016_07 |
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