HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41687Generated: October 29, 2026
Potassium Phosphate, Tribasic → 4-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione
https://huagongshe.com/reaction/41687
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 4-Chloro-5-methyl-2-(methylthio)pyrimidine | HCID 23562708 | — |
| Reactant | 10-Oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione | HCID 59351951 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione | HCID 68773542 | 11.2% |
Reaction Steps
A microwave vial is charged with 4-chloro-5-methyl-2-methylsulfanylpyrimidine (174 mg, 1 mmol), 10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (166 mg, 1 mmol), palladium acetate (12 mg, 0.05 mmol), X-Phos (48 mg, 0.1 mmol) and potassium phosphate (424 mg, 2 mmol). 1,2-dimethoxyethane (3 ml) is added and the reaction heated to 160° C., with stirring, for 30 minutes. Silica gel is added to the crude reaction mixture, the solvent is evaporated under reduced pressure and the residue is purified by flash chromatography on silica gel to give 4-(5-methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (34 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08530667B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-1a5538eae8114f16b3a16133cfb52b25 |
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| Source note | uspto-grants-2013_09 |
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