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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473691Generated: October 26, 2026

Cesium carbonate → Pyridin-2-YL(4-(3-(tetrahydro-2H-pyran-4-YL)pyridin-2-yloxy)phenyl)methanone

https://huagongshe.com/reaction/473691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(4-Hydroxyphenyl)-2-pyridinylmethanoneHCID 36317—
Reactant2-Fluoro-3-(tetrahydro-2H-pyran-4-yl)pyridineHCID 59327155—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductPyridin-2-YL(4-(3-(tetrahydro-2H-pyran-4-YL)pyridin-2-yloxy)phenyl)methanoneHCID 59374302—

Reaction Conditions

Temperature180 °C

Reaction Steps

A glass microwave reaction vessel was charged with 2-fluoro-3-(tetrahydro-2H-pyran-4-yl)pyridine (0.4000 g, 2.207 mmol), (4-hydroxyphenyl)(pyridin-2-yl)methanone (0.660 g, 3.31 mmol), and cesium carbonate (2.158 g, 6.62 mmol) in N-Methyl-2-pyrrolidinone (7.36 mL). The reaction mixture was stirred and heated in a Biotage Initiator microwave reactor at 180° C. for 30 min. The reaction mixture was diluted with water and extracted with dichloromethane. The organic extract was washed with water, sat NaCl, dried with magnesium sulfate, filtered, and concentrated. The crude product was purified by chromatography to give the title compound. MS (ESI, pos. ion) m/z: 361.0 (M+1). IC50 (uM) 0.5561.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-dfcd981bcb7e4778b7d067114bab8919
Source noteuspto-grants-2014_01