HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639854Generated: November 3, 2026
Sodium Carbonate → HCID 46855918, compound
https://huagongshe.com/reaction/639854
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,4-Dichlorobenzeneboronic acid | HCID 2734330 | — |
| Reactant | Tert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 10991161 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 46855918 | HCID 46855918 | 80.7% |
Reaction Steps
To a mixture of 1,1-dimethylethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-3,6-dihydro-1(2H)-pyridinecarboxylate (P52, 500 mg), 3,4-dichlorophenylboronic acid (330 mg) and Pd(PPh3)4 (50 mg) under nitrogen, toluene (6.5 mL), ethanol (5 mL) and Na2CO3 (2M, 5 mL) were added in sequence. The mixture was stirred at 80° C. for 2 hours then the reaction mixture was allowed to reach room temperature. Saturated NH4Cl (30 mL) was poured into the solution and the mixture was transferred in a separator funnel. The mixture was extracted with ethyl acetate (3×40 mL), the combined organic phases were dried on anhydrous Na2SO4 and the solvent evaporated obtaining a crude product that was purified by flash-chromatography (eluting with ethyl acetate/cycloexane 1:9) to give the title compound (400 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07691893B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-873e44bc76644d22a00673b8bca87352 |
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| Source note | uspto-grants-2010_04 |
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