HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192005Generated: November 1, 2026
Potassium Carbonate → 4-(3-(3,6-Dihydro-2H-thiopyran-4-YL)pyrazin-2-yloxy)-N-methoxy-N-methylbenzamide
https://huagongshe.com/reaction/2192005
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3,6-Dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 46739735 | — |
| Reactant | 4-(3-Chloropyrazin-2-yloxy)-N-methoxy-N-methylbenzamide | HCID 59351346 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | 4-(3-(3,6-Dihydro-2H-thiopyran-4-YL)pyrazin-2-yloxy)-N-methoxy-N-methylbenzamide | HCID 59351373 | — |
Reaction Steps
A mixture of 4-(3-chloropyrazin-2-yloxy)-N-methoxy-N-methylbenzamide (1.4 g, 4.77 mmol), 2-(3,6-dihydro-2H-thiopyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.132 g, 5.01 mmol), potassium carbonate (1.976 g, 14.30 mmol), and bis(tri-tert-butylphosphine)palladium(0) (0.244 g, 0.477 mmol) in p-dioxane/H2O (10:1, 11 ml) was heated to 120° C. in 4 h, cooled, taken up in H2O, extracted with EtOAc (3×), dried over MgSO4, concentrated and purified by ISCO (50% EtOAc/hexanes) to give the titled compound. MS [M+1]: 358.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329700B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-ae90cd5d87bb4b9cbab9b5c6e1466649 |
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| Source note | uspto-grants-2012_12 |
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