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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424428Generated: October 30, 2026

Methanol → N-Methyl-N-(4-((2S)-morpholin-2-yl)phenyl)pyridin-2-amine

https://huagongshe.com/reaction/424428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantAmmonium formateHCID 2723923—
ReactantN-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)-morpholin-2-yl)phenyl)pyridin-2-amineHCID 66703976—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductN-Methyl-N-(4-((2S)-morpholin-2-yl)phenyl)pyridin-2-amineHCID 6670396994.1%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of N-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)morpholin-2-yl)-phenyl)pyridin-2-amine (0.57 g, 1.5 mmol) and ammonium formate (0.48 g, 7.6 mmol) in tetrahydrofuran (15 ml)-methanol (30 ml)-water (16 ml) was added 10% palladium on carbon (wet, 200 mg) and stirred at 95° C. for one hour. After filtration, the solvent was removed under reduced pressure and the residue was partitioned between water and dichloromethane. The organic layer was dried over anhydrous sodium sulfate and the solvent was concentrated under reduced pressure to give N-Methyl-N-(4-((2S)-morpholin-2-yl)phenyl)pyridin-2-amine (0.38 g, 94%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106045B2
Source datasetuspto-grants-2012_01
ORD IDord-71a9da0574cb4043b1cad779f60221a7
Source noteuspto-grants-2012_01