HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619440Generated: October 27, 2026
4,6-Dichloro-5-methylpyrimidine → 5-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole
https://huagongshe.com/reaction/1619440
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4,6-Dichloro-5-methylpyrimidine | HCID 818860 | — |
| Reactant | 1-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidin-4-OL | HCID 21897744 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole | HCID 86597366 | 62.5% |
Reaction Steps
Potassium tert-butoxide (478 mg, 0.00426 moles) was added to a solution of 1-(3-iso-propyl-1,2,4-oxadiazol-5-yl)piperidin-4-ol (0.9 gm, 0.00426 moles) and 4,6-dichloro-5-methylpyrimidine (690 mg, 0.00426 moles) in dry THF (30 ml) at 0° C. and the reaction mixture was stirred for 20 hours at 30° C. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The organic extract was successively washed with water & brine, dried over sodium sulfate and evaporated under reduced pressure to yield 900 mg product as off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772302B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-2596b292049147a481c0de98949b0136 |
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| Source note | uspto-grants-2014_07 |
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