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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191982Generated: October 30, 2026

Cesium carbonate → 4-(3-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyrazin-2-YL)tetrahydro-2H-pyran-4-OL

https://huagongshe.com/reaction/2191982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(Benzo[d]thiazol-2-ylamino)phenolHCID 59326813—
Reactant4-(3-Fluoropyrazin-2-YL)tetrahydro-2H-pyran-4-OLHCID 59351230—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Product4-(3-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyrazin-2-YL)tetrahydro-2H-pyran-4-OLHCID 59351197—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-(3-fluoropyrazin-2-yl)tetrahydro-2H-pyran-4-ol (0.1 g, 0.505 mmol) in DMSO (1 mL) was added 4-(benzo[d]thiazol-2-ylamino)phenol (0.183 g, 0.757 mmol) and cesium carbonate (0.329 g, 1.009 mmol). The resulting mixture was heated to 80° C. overnight. Reaction mixture was diluted with DCM and washed with alternating washes of water and brine to remove DMSO. Purification by Biotage (0-10% MeOH/DCM) produced product. MS (ESI, pos. ion) m/z: 421.1 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329700B2
Source datasetuspto-grants-2012_12
ORD IDord-b1e86770a1d3462faa9374ea20d33b1d
Source noteuspto-grants-2012_12