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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422471Generated: October 29, 2026

Cesium carbonate → Lhd-221

https://huagongshe.com/reaction/1422471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,3-Bis(2,4,6-trimethylphenyl)imidazolium chlorideHCID 2734211—
Reactant(1-Benzothiophen-3-yl)boronic acidHCID 2776344—
Reactant4-(2-((2-Chloro-9-isopropyl-9H-purin-6-yl)amino)ethyl)phenolHCID 75529970—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductLhd-221HCID 46199207—

Reaction Conditions

Temperature80 °C

Reaction Steps

A flame-dried schlenk flask was charged with 4-(2-(2-chloro-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol (0.62 mmol), thianaphthene-3-boronic acid (0.94 mmol), pd2(dba)3 (0.062 mmol), Cs2CO3 (1.25 mmol) and 1,3-bis(2,4,6-trimethylphenyl) imidazolium chloride (0.125 mmol). The flask was evacuated and backfilled with N2 and anhydrous 1,4-dioxane (2 mL) was added. The flask was sealed and the reaction mixture was stirred at 80° C. for 24 hours. The reaction mixture was concentrated and purified directly by column chromatography on silica gel, eluting with hexane/EtOAc (20:1 to 1:4) to afford the title compound as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927281B2
Source datasetuspto-grants-2015_01
ORD IDord-0aa1cb5c8d2c48a5b5b79c12fef42d4b
Source noteuspto-grants-2015_01