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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | N-Methyl-N-(4-((2S)-4-((1R)-1-phenylethyl)-morpholin-2-yl)phenyl)pyridin-2-amine | HCID 66703976 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Methyl-N-(4-((2S)-morpholin-2-yl)phenyl)pyridin-2-amine | HCID 66703969 | 94.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08106045B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-71a9da0574cb4043b1cad779f60221a7 |
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| Source note | uspto-grants-2012_01 |
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