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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473644Generated: November 1, 2026

Sodium Carbonate → HCID 59374159, compound

https://huagongshe.com/reaction/473644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
ReactantHCID 59374317HCID 59374317—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59374159HCID 59374159—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a round-bottomed flask was added N-(4-(3-bromopyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine (0.2898 g, 0.814 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.214 g, 1.017 mmol), trans-dichlorobis(triphenylphosphine) palladium (II) (0.046 g, 0.065 mmol), and sodium carbonate (0.431 g, 4.07 mmol) in DME (1.302 mL) and water (0.325 mL) to stir at 80° C. overnight. The crude product was adsorbed onto a plug of silica gel and chromatographed to provide N-(4-(3-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine. MS (ESI, pos. ion) m/z: 360.0. IC50 (uM) 0.00701.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-2d34366771254952a3d9c2c9ca13ed38
Source noteuspto-grants-2014_01