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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643351Generated: October 31, 2026

Ethyl Acetate → HCID 68692311, compound

https://huagongshe.com/reaction/643351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 178434225HCID 178434225—
SolventDimethylformamideHCID 6228—
ProductHCID 68692311HCID 68692311—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromo-3-methyl-1H-indazole 104 (0.4 g, 1.89 mmol) in anhydrous DMF (4 mL) at 0° C. was added sodium hydride (0.068 g, 2.85 mmol) and 2-(trimethylsilyl)ethoxymethyl chloride (0.377 g, 2.26 mmol). The reaction mixture was stirred at 0° C. fro 1 hour. Ethyl acetate (100 mL) was added. The organic layer was washed with saturated ammonium chloride solution, water and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by flash column chromatography to yield the desired 5-bromo-3-methyl-1-(trimethylsilyl)ethoxymethyl-1H-indazole 116 (0.369 g, 1.08 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700601B2
Source datasetuspto-grants-2010_04
ORD IDord-2c813278ace640eda6a8709ccbb4e8cc
Source noteuspto-grants-2010_04