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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112185Generated: October 26, 2026

Cesium carbonate → 5-(2,4-Difluorophenoxy)-1-isobutyl-6-oxiranylmethoxy-1H-indazole

https://huagongshe.com/reaction/2112185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEpibromohydrinHCID 18430—
Reactant5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-olHCID 136163662—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDimethylacetamideHCID 31374—
Product5-(2,4-Difluorophenoxy)-1-isobutyl-6-oxiranylmethoxy-1H-indazoleHCID 8659442377%

Reaction Steps

To a solution of 5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol (0.15 g, 0.47 mmol) in DMA (5 mL) was added Cs2CO3 (0.46 g, 1.41 mmol). After stirring the mixture for 3 hours, 2-bromomethyloxirane (0.13 g, 0.94 mmol) was added and the resulting mixture was stirred at room temperature for 16 hours. The mixture was diluted with ether and water and the layers were separated. The aqueous layer was extracted with ether (3×) and the combined organic layers were washed with water and brine, and dried over Na2SO4. The crude product was concentrated under reduced pressure and used in the next reaction without further purification (0.135 g, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521447B2
Source datasetuspto-grants-2009_04
ORD IDord-75ff27018ec044bf87a5de6e1a3a8d2e
Source noteuspto-grants-2009_04