HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619444Generated: October 26, 2026
Cesium carbonate → 4-(4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)-5-methyl-6-(1-(pyrimidin-2-yl)piperidin-4-yloxy)pyrimidine
https://huagongshe.com/reaction/1619444
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 | 4-Chloro-5-methyl-6-(1-(pyrimidin-2-yl)piperidin-4-yloxy)pyrimidine | HCID 86665163 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)-5-methyl-6-(1-(pyrimidin-2-yl)piperidin-4-yloxy)pyrimidine | HCID 67511535 | 68.7% |
Reaction Steps
Cesium carbonate (2.97 mg, 0.00914 moles) was added to a solution 4-chloro-5-methyl-6-(1-(pyrimidin-2-yl)piperidin-4-yloxy)pyrimidine (1.39 gm, 0.00457 moles) and 4-(2,2-dimethyl-1,3-dioxan-5-yl)phenol (950 mg, 0.00457 moles) in dry DMF (10 ml) and the reaction mixture was stirred at 60° C. for 12 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 22% ethyl acetate in hexane as eluent to obtain 1.5 gm 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-8a17741720f0431eb858ecd613c322b0 |
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| Source note | uspto-grants-2014_07 |
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