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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930542Generated: November 1, 2026

Water → HCID 117892035, compound

https://huagongshe.com/reaction/930542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
ReactantHCID 24902984HCID 24902984—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 117892035HCID 117892035—

Reaction Steps

5-bromo-2-nitro-N-(pyridin-2-ylmethyl)aniline E-1.9″ (145 mg; 0.47 mmol), 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (145 mg; 0.69 mmol), cesium carbonate (300 mg; 0.90 mmol) and [1,1′-Bis[diphenylphosphino]-ferrocene]dichloropalladium (30 mg; 0.04 mmol) are suspended in 2.5 ml dimethoxyethane and 0.8 ml water and heated for 1 h at 100° C. The solvent of the reaction mixture is removed under reduced pressure and the crude product is purified using reversed phase chromatography (Method: prep. HPLC1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296748B2
Source datasetuspto-grants-2016_03
ORD IDord-31711c2bc8944ae8bad14f22318804a5
Source noteuspto-grants-2016_03