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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222073Generated: October 26, 2026

Cesium carbonate → HCID 57747377, compound

https://huagongshe.com/reaction/222073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactant1-Bromo-4-(methoxymethoxy)benzeneHCID 10465919—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 57747377HCID 5774737774.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a degassed solution of 1-bromo-4-(methoxymethoxy)benzene (360 mg, 1.66 mmol), pyridin-4-ylboronic acid (307 mg, 2.50 mmol), and Cs2CO3 (1.09 g, 3.35 mmol) in THF (5 mL) was added Pd(PPh3)4 (190 mg, 0.16 mmol). The reaction mixture was heated at 80° C. overnight and diluted with EtOAc (50 mL). It was washed with H2O (2×25 mL), dried over Na2SO4, and concentrated. Purification on a silica gel column gave the desired product as a white solid (265 mg). NMR (CDCl3): 8.63 (d, 2H), 7.67 (d, 2H), 7.47 (d, 2H), 7.16 (d, 2H), 5.24 (s, 2H), 3.52 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207178B2
Source datasetuspto-grants-2012_06
ORD IDord-b6c9b45e42164fdc9c8576c04f936313
Source noteuspto-grants-2012_06