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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632123Generated: November 3, 2026

Cesium carbonate → HCID 71087516, compound

https://huagongshe.com/reaction/632123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3-Chlorophenyl)boronic acidHCID 2734323—
ReactantHCID 86674761HCID 86674761—
CatalystHCID 178418807HCID 178418807—
SolventDimethylformamideHCID 6228—
ProductHCID 71087516HCID 71087516363.1%

Reaction Steps

A solution of methyl 6-bromo-5-(tetrahydrofuran-3-yl)-pyridine-2-carboxylic acid methyl ester (0.185 g, 0.65 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.15 g, 0.96 mmol), 1,1′-bis(diphenylphosphino)-ferrocene-palladium(II) dichloride methylene chloride complex (CAN 95464-05-4, 20 mg) and cesium carbonate (CAN 534-17-8, 0.63 g, 2 mmol) in DMF (10 mL) was stirred overnight at 80° C. under a nitrogen atmosphere. After filtration, the reaction mixture was poured into water (20 mL) and washed with ethyl acetate (2×20 mL). The organic layer was concentrated in vacuo to provide the title compound (0.75 g, 73%) as black oil which was used in the next step without further purification; MS (EI): m/e=318.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321727B2
Source datasetuspto-grants-2016_04
ORD IDord-50f4195ffa9b4738b14443b108653c56
Source noteuspto-grants-2016_04