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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69241Generated: October 26, 2026

Ethyl Acetate → (Rac)-1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-[2-(2-trimethylsilanyl-ethoxymethyl)-2h-indazol-5-yl]-ethanol

https://huagongshe.com/reaction/69241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-[2-(2-trimethylsilanyl-ethoxymethyl)-2h-indazol-5-yl]-methanoneHCID 87523378—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product(Rac)-1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-[2-(2-trimethylsilanyl-ethoxymethyl)-2h-indazol-5-yl]-ethanolHCID 87523960—

Reaction Steps

To a solution of (6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-[2-(2-trimethylsilanyl-ethoxymethyl)-2H-indazol-5-yl]-methanone (Stage 195.3, 539 mg, 1.259 mmol) in THF (50 mL) was added dropwise at rt a solution of methylmagnesium bromide in Et2O (3 M, 0.462 mL). After 30 min stirring, the RM was taken into EtOAc and washed with a 10% NaHCO3 solution and then with brine. The organic layer was dried over Na2SO4 and the solvent was evaporated. The residue was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, n-hexane/EtOAc=95:5->0:100) to afford after recrystallisation in pentane with a little EtOAc the title compound as a light yellowish powder (tR 5.6 min (conditions 3), MH+=444).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-5a8ddace40b64fe28897e3835299de24
Source noteuspto-grants-2014_09