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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880092Generated: October 27, 2026

Water → 4-(2-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyridin-3-YL)tetrahydro-2H-pyran-4-OL

https://huagongshe.com/reaction/1880092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-(Benzo[d]thiazol-2-ylamino)phenolHCID 59326813—
Reactant4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OLHCID 59327184—
SolventDimethyl SulfoxideHCID 679—
SolventSodium chloride; waterHCID 57417360—
Product4-(2-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyridin-3-YL)tetrahydro-2H-pyran-4-OLHCID 59327008—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-(benzo[d]thiazol-2-ylamino)phenol (0.123 g, 0.507 mmol) and 4-(2-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-ol (0.1 g, 0.507 mmol) in DMSO (1 mL) was added cesium carbonate (0.330 g, 1.014 mmol). The resulting mixture was heated to 100° C. and stirred overnight. Aqueous work up with multiple water and brine washes to remove DMSO and extraction with DCM. Purification by Biotage (0-10% MeOH/DCM) produced product. MS (ESI, pos. ion) m/z: 420 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318718B2
Source datasetuspto-grants-2012_11
ORD IDord-499a6fdefd3d4df0b270c061fd3ae215
Source noteuspto-grants-2012_11