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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424427Generated: October 31, 2026

Water → N-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)-morpholin-2-yl)phenyl)pyridin-2-amine

https://huagongshe.com/reaction/424427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 66703932HCID 66703932—
SolventTetrahydrofuranHCID 8028—
ProductN-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)-morpholin-2-yl)phenyl)pyridin-2-amineHCID 66703976101.7%

Reaction Steps

To a solution of N-(4-((2S)-4-((1R)-1-phenylethyl)morpholin-2-yl)phenyl)pyridin-2-amine (0.57 g, 1.5 mmol) and iodomethane (1.6 g, 11.2 mmol) in tetrahydrofuran (50 ml) was added potassium tert-butoxide (1.6 g, 9.45 mmol). After stirring at room temperature for 4 hours, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and evaporated. The crude product was purified by column chromatography on silica gel (hexane-ethyl acetate, 1:1) to afford N-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)-morpholin-2-yl)phenyl)pyridin-2-amine (0.57 g, 81%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106045B2
Source datasetuspto-grants-2012_01
ORD IDord-e3bcdf3ffc5d45979dbe9424b654d974
Source noteuspto-grants-2012_01