HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619441Generated: October 26, 2026
Cesium carbonate → 5-(4-(6-(4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole
https://huagongshe.com/reaction/1619441
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenol | HCID 67510256 | — |
| Reactant | 5-(4-(6-Chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole | HCID 86597366 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-(6-(4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole | HCID 67515905 | 44.9% |
Reaction Steps
Cesium carbonate (755 mg, 0.002317 moles) was added to a solution of 5-(4-(6-chloro-5-methylpyrimidin-4-yloxy)piperidin-1-yl)-3-isopropyl-1,2,4-oxadiazole (1.2 gm, 0.003365 moles) and 4-(2,2-dimethyl-1,3-dioxan-5-yl)phenol (700 mg, 0.003365 moles) in dry DMF (10 ml) and the reaction mixture was stirred at 80° C. for 3 hours. Then 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 concentrated under reduced pressure. The crude product so obtained was purified by column chromatography (silica gel) using 15% ethyl acetate in hexane as eluent to obtain 770 mg product as 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-8547c1dc5c5647e9843dc3f5e033f4f9 |
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| Source note | uspto-grants-2014_07 |
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