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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246461Generated: November 2, 2026

Cesium fluoride → HCID 68520287, compound

https://huagongshe.com/reaction/2246461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant3,4-Dichlorobenzeneboronic acidHCID 2734330—
ReactantHCID 86613870HCID 86613870—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68520287HCID 6852028746.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium (15 mg) was added under a nitrogen atmosphere to a mixture of 6-chloro-1-ethyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile (42 mg), 3,4-dichloro-phenylboronic acid (152 mg) and cesium fluoride (100 mg) in DME (2mL) and methanol (1 mL). The mixture was heated at 80° C. for 24 hours then filtered. The filtrate was concentrated under reduced pressure. The residue was purified by using preparative LC/MS (eluent: A: NH4HCO3 10 mM/B: CH3CN). to afford the title compound (30 mg) as a white solid. 1H NMR (CDCl3) δ: 8.20-8.15 (m, 2H); 7.94 (d, J=8 Hz, 1H); 7.91 (s, 1H); 7.58 (d, J=8 Hz, 1H); 4.37 (q, J=7 Hz, 2H); 1.65 (t, J=7 Hz, 3H). MS m/z: 317/ 319 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687515B2
Source datasetuspto-grants-2010_03
ORD IDord-7d054b8d28f4477692bd91d6e99882b3
Source noteuspto-grants-2010_03