HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917472Generated: October 26, 2026
1,10-Phenanthroline → 5-Methoxy-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine
https://huagongshe.com/reaction/917472
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Iodo-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine | HCID 58962707 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Methoxy-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine | HCID 58962706 | 61% |
Reaction Steps
A stirred suspension of 1.05 g (3.10 mmol) 5-iodo-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine, 59 mg (0.31 mmol) copper(I) iodide, 112 mg (0.62 mmol) 1,10-phenanthroline and 2.02 g (6.19 mmol) cesium carbonate in 5 ml methanol was heated at 130° C. for 2×3 min in a microwave oven. The resulting mixture was then cooled to room temperature and concentrated in vacuo. Flash chromatography (methanol/dichloromethane/triethylamine) afforded 394 mg (57%) 5-methoxy-2-(tetrahydro-pyran-4-yl)-pyridin-4-ylamine as a red crystalline solid. ES-MS m/e (%): 209 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07273865B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-e580b5d62ac74b898c9b9f0c8d95895a |
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| Source note | uspto-grants-2007_09 |
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