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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472927Generated: October 30, 2026

Cesium carbonate → HCID 86671318, compound

https://huagongshe.com/reaction/1472927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-Bromopyridine-2-carbaldehydeHCID 2757009—
Reactant2,4-Bis(trifluoromethyl)phenylboronic acidHCID 2782667—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86671318HCID 86671318—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 6-bromopicolinaldehyde (1.00 g, 5.38 mmol) in dioxane (30 mL) at ambient temperature was added 2,4-bis(trifluoromethyl)phenylboronic acid (1.38 g, 5.38 mmol), 2M cesium carbonate (8.0 mL, 16 mmol) and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.220 g, 0.269 mmol). The mixture was degassed (3× vacuum/purge N2), then heated at 80° C. overnight. The mixture was cooled to room temperature and concentrated and the residue then partitioned between water and CH2Cl2. The organic layer concentrated and purified by chromatography (20% ethyl acetate:hexanes) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012651B2
Source datasetuspto-grants-2015_04
ORD IDord-a58f63bda49b471fb19ea6b178ef896d
Source noteuspto-grants-2015_04