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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927516Generated: October 31, 2026

Cesium carbonate → HCID 86674762, compound

https://huagongshe.com/reaction/927516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Bromopyridine-2-carboxylic acidHCID 608544—
Reactant2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 15486611—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86674762HCID 8667476240.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

5-Bromo-pyridine-2-carboxylic acid (CAN 30766-11-1, 3.4 g, 17 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride methylene chloride complex (CAN 95464-05-4, 530 mg, 0.65 mmol) and Cs2CO3 (6.3 g, 19 mmol) were added to a solution of 2-cyclopentenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAN 287944-10-9, 2.5 g, 13 mmol) in DMF (50 mL) and water (10 mL). The mixture was stirred at 150° C. overnight and concentrated in vacuo. Water (50 mL) was added and the mixture was extracted with ethyl acetate (3×40 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated to give the title compound (1.0 g, 31%); MS (EI): m/e=190.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290451B2
Source datasetuspto-grants-2016_03
ORD IDord-fbfcdf11744b40558905b888978638d4
Source noteuspto-grants-2016_03