Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Reactant | 4-Aminomethyltetrahydropyran | HCID 2773210 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 63705752 | HCID 63705752 | — |
Reaction Steps
A mixture of 2,6-dichloro-3-nitropyridine (1 g, 5.18 mmol)), (tetrahydro-2H-pyran-4-yl)methanamine (1.044 g, 9.07 mmol) and triethylamine (2.167 mL, 15.55 mmol) in tetrahydrofuran (22.83 mL) was stirred at 0° C. for 30 minutes and at ambient temperature for 2 hours. Methanol was added (10 mL) followed by silica gel and the mixture was concentrated and purified by silica gel flash chromatography (Isco®, Redi-Sep® column), eluting with a gradient of 2-30% ethyl acetate/hexane to afford the title compound. MS (ESI) m/z 272 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969375B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-a09a55a22eb64109aa1aa699255f986a |
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| Source note | uspto-grants-2015_03 |
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