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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063607Generated: October 29, 2026

Cesium carbonate → (4-{1-[(2-Methoxy-6-phenyl-pyrimidin-4-yl)-hydrazono]-ethyl}-phenyl)-dimethylamine

https://huagongshe.com/reaction/2063607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
Reactant1,3-Bis(2,4,6-trimethylphenyl)imidazolium chlorideHCID 2734211—
Reactant(4-{1-[(6-Chloro-2-methoxy-pyrimidin-4-yl)hydrazono]-ethyl}-phenyl)-dimethylamineHCID 72577512—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product(4-{1-[(2-Methoxy-6-phenyl-pyrimidin-4-yl)-hydrazono]-ethyl}-phenyl)-dimethylamineHCID 73320053—

Reaction Steps

The title compound was prepared from (4-{1-[(6-chloro-2-methoxy-pyrimidin-4-yl)hydrazono]-ethyl}-phenyl)-dimethylamine (100 mg, 0.31 mmol), phenyl boronic acid (190 mg, 1.6 mmol), 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (15 mg, 0.04 mmol), tris(dibenzylideneacetone)dipalladium (20 mg, 0.02 mmol) and cesium carbonate (611 mg, 1.9 mmol) in 1,4-dioxane (3 mL) by a procedure similar to Example 9, Step 3 yielding 61 mg (54%) of a yellow solid. HPLC Purity: 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288398B2
Source datasetuspto-grants-2012_10
ORD IDord-b2dc13f7086640209e5f89d396287d2a
Source noteuspto-grants-2012_10