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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

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 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133183B2
Source datasetuspto-grants-2015_09
ORD IDord-2125390650f44b3f85985cc64df83f14
Source noteuspto-grants-2015_09