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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366206Generated: October 25, 2026

Stannous chloride dihydrate → 5-Morpholinopyridin-2-amine

https://huagongshe.com/reaction/1366206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant4-(6-Nitropyridin-3-yl)morpholineHCID 2927973—
Reactant4-{8-[4-(4-Pyridin-2-yl-[1,2,3]triazol-1-yl)-phenylamino]-imidazo[1,2-a]pyrazin-5-yl}-benzamideHCID 17757332—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product5-Morpholinopyridin-2-amineHCID 1136734687%

Reaction Conditions

Temperature0 °C

Reaction Steps

In the same way as described in for Compound 154, step 2 using 4-(6-nitro-pyridin-3-yl)-morpholine (2.39 g, 11.43 mmol), tin(II) chloride dihydrate (12.9 g, 57.17 mmol) in MeOH (40 mL) and conc. HCl (12.4 mL). The reaction mixture is concentrated in vacuo cooled to 0° C. and dissolved in water. The aqueous solution is basified using conc. NaOH and extracted with ethyl acetate (3×). The organic layers are combined, dried over MgSO4, filtered and concentrated to afford the title compound (1.77 g, 87%) which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893058B2
Source datasetuspto-grants-2011_02
ORD IDord-3d3ad81974fa4d4390cba3d02e5ea22e
Source noteuspto-grants-2011_02