HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666544Generated: October 26, 2026
Dimethylformamide → 2-(1-Cyclopentylpiperidin-4-yloxy)-5-(4-cyanophenyl)pyridine
https://huagongshe.com/reaction/1666544
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Cyclopentylpiperidin-4-ol | HCID 21702785 | — |
| Reactant | 4-(6-Fluoropyridin-3-yl)benzonitrile | HCID 23115991 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(1-Cyclopentylpiperidin-4-yloxy)-5-(4-cyanophenyl)pyridine | HCID 11302452 | — |
Reaction Steps
60% sodium hydride (13 mg) and 1-cyclopentyl-4-hydroxypiperidine (60 mg) were added to a DMF solution (3 ml) of 2-fluoro-5-[4-cyanophenyl]pyridine (56 mg), and stirred at 130° C. for 7 hours. The reaction mixture was cooled to room temperature, and water was added thereto and extracted with ethyl acetate. The organic layer was washed with saturated saline solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, chloroform:methanol=9:1) to obtain the entitled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044070B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-f5e246c79d2a48bbab46721a125a7a27 |
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| Source note | uspto-grants-2011_10 |
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