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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038383Generated: November 4, 2026

Cesium carbonate → 3-Iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-5-carbaldehyde

https://huagongshe.com/reaction/1038383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 178519380HCID 178519380—
SolventDimethylformamideHCID 6228—
Product3-Iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-5-carbaldehydeHCID 5840758382.5%

Reaction Steps

21.6 g (79.5 mmol) 3-iodo-1H-indazole-5-carbaldehyde (Example 4A), dissolved in DMF (100 ml), and 31.1 g (95.4 mmol) cesium carbonate were slowly treated with 15.9 g (95.4 mmol) 2-(trimethylsilyl)ethoxymethyl chloride at 0° C. The mixture was warmed to room temperature, and stirring was continued for 12 h. The solids were then filtered off, and the filtrate was evaporated to dryness yielding the title compound (26.4 g, 82% of th.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551989B2
Source datasetuspto-grants-2013_10
ORD IDord-4881beddb7ba4c69ac9aae663b8071fb
Source noteuspto-grants-2013_10