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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639854Generated: November 3, 2026

Sodium Carbonate → HCID 46855918, compound

https://huagongshe.com/reaction/639854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant3,4-Dichlorobenzeneboronic acidHCID 2734330—
ReactantTert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 10991161—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 46855918HCID 4685591880.7%

Reaction Conditions

Temperature80 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691893B2
Source datasetuspto-grants-2010_04
ORD IDord-873e44bc76644d22a00673b8bca87352
Source noteuspto-grants-2010_04