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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887447Generated: October 29, 2026

Cesium carbonate → N-(4-(3-(4-Fluorotetrahydro-2H-pyran-4-YL)pyrazin-2-yloxy)phenyl)benzo[D]thiazol-2-amine

https://huagongshe.com/reaction/887447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(Benzo[d]thiazol-2-ylamino)phenolHCID 59326813—
Reactant2-Fluoro-3-(4-fluorotetrahydro-2H-pyran-4-YL)pyrazineHCID 59351135—
SolventDimethyl SulfoxideHCID 679—
ProductN-(4-(3-(4-Fluorotetrahydro-2H-pyran-4-YL)pyrazin-2-yloxy)phenyl)benzo[D]thiazol-2-amineHCID 59351165—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-fluoro-3-(4-fluorotetrahydro-2H-pyran-4-yl)pyrazine (0.055 g, 0.275 mmol) and 4-(benzo[d]thiazol-2-ylamino)phenol (0.100 g, 0.412 mmol) in DMSO (0.9 mL) was added cesium carbonate (0.179 g, 0.549 mmol). The resulting mixture was heated to 80° C. overnight. The reaction mixture was partitioned between water, brine and DCM. The aqueous layer was back extracted with DCM and the combined organic layer was dried (Na2SO4) and concentrated. Purification by prep-plate TLC (5% MeOH/DCM) produced product. MS (ESI, pos. ion) m/z: 423.0 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247418B2
Source datasetuspto-grants-2012_08
ORD IDord-3a2f986065374eba908b128bcf07408e
Source noteuspto-grants-2012_08