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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949367Generated: October 30, 2026

Cesium carbonate → HCID 67240825, compound

https://huagongshe.com/reaction/1949367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantHCID 67240265HCID 67240265—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67240825HCID 6724082576.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

5-[1-(4-Hydroxy-2-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-2-(4-methyl-piperazin-1-yl)-thiazol-4-one (24.7 mg, 0.049 mmol) was dissolved in 1 mL of dry DMF. To the DMF solution was added Cs2CO3 (31.9 mg, 0.098 mmol), followed by methoxyethyl bromide (9.6 mg, 0.07 mmol). The mixture was stirred at 60° C. for 16 h and then diluted with water. It was extracted with EtOAc and the combined EtOAc extracts were washed with brine and dried over Na2SO4. The solvent was evaporated and the residue was purified by flash column chromatography on silica gel (0-100% gradient CH2Cl2/EtOAc, followed by 10% MeOH/EtOAc) to afford the title compound (21 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399681B2
Source datasetuspto-grants-2013_03
ORD IDord-23fed6717b7e461baba8107009d18044
Source noteuspto-grants-2013_03