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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887429Generated: October 29, 2026

Water → HCID 59351141, compound

https://huagongshe.com/reaction/887429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-(Benzo[d]thiazol-2-ylamino)phenolHCID 59326813—
ReactantHCID 59351324HCID 59351324—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 59351141HCID 59351141—

Reaction Conditions

Temperature125 °C

Reaction Steps

Argon was bubbled through a mixture of (rac)3-(3-fluoropyrazin-2-yl)cyclohexanone (250 mg, 1.287 mmol), cesium carbonate (1258 mg, 3.86 mmol) and 4-(benzo[d]thiazol-2-ylamino)phenol (468 mg, 1.931 mmol) in NMP (3 ml) for 5 min. The mixture was heated to 125° C. for 3 hrs and was then cooled to RT. Distilled water (100 ml) was added and the resulting mixture was extracted with EtOAc (3×50 ml). The organic layer was washed with water and brine and dried over sodium sulfate. Filtration and concentration under reduced pressure, followed by flash chromatography on silica gel (20% to 50% EtOAc in hexanes) afforded (rac)-3-(3-(4-(benzo[d]thiazol-2-ylamino)phenoxy)pyrazin-2-yl)cyclohexanone as a white solid. MS (ESI, pos. ion) m/z: 417.0 (M+1). IC50 (uM) +++++.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247418B2
Source datasetuspto-grants-2012_08
ORD IDord-385640e1b4714b5ca4a1ec90603cdc88
Source noteuspto-grants-2012_08