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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
ReactantSodium BicarbonateHCID 516892—
Reactant3-((2-Chloropyridin-4-yl)oxy)-2-methyl-6-nitropyridineHCID 90403621—
SolventEthanolHCID 702—
Product5-((2-Chloropyridin-4-yl)oxy)-6-methylpyridin-2-amineHCID 9040297273%

Reaction Conditions

Temperature80 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382228B2
Source datasetuspto-grants-2016_07
ORD IDord-cabf1012490a44c99473fb5a30641051
Source noteuspto-grants-2016_07