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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1815962Generated: October 26, 2026

Potassium Carbonate → 7-Bromo-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-6-oxiranylmethoxy-1H-indazole

https://huagongshe.com/reaction/1815962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant7-Bromo-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-1H-indazol-6-olHCID 136411681—
SolventAcetoneHCID 180—
Product7-Bromo-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-6-oxiranylmethoxy-1H-indazoleHCID 86759649471.5%

Reaction Steps

A suspension of the product from Step C (3.66 g, 9.51 mmol), potassium carbonate (1.92 g, 1.46 mmol), and epibromohydrine (1.32 mL, 1.60 mmol) in acetone (200 mL) was heated at reflux for 30 h. The solid was removed by filtration and the filtrate was concentrated to an oil that was purified by chromatography (silica, 2% to 10% EtOAc/hexane) to afford an oil (3.33 g, 79%): LC/MS (+APCI) m/z 441, 443 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06881749B2
Source datasetuspto-grants-2005_04
ORD IDord-ea57fbdc0e21441aa0466e4cc13e11a3
Source noteuspto-grants-2005_04