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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521776Generated: October 30, 2026

Cesium carbonate → HCID 58407640, compound

https://huagongshe.com/reaction/1521776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 74265—
Reactant5-(1,3-Dioxolan-2-yl)-3-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazoleHCID 58407604—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventMethanolHCID 887—
ProductHCID 58407640HCID 58407640—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a microwave-flask containing 300 mg (0.672 mmol) 5-(1,3-dioxolan-2-yl)-3-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole (Example 5A), 438 mg (1.344 mmol) cesium carbonate and 32 mg (0.134 mmol) 3,4,7,8-tetramethyl-1,10-phenanthroline in methanol (4 ml) were added 13 mg (0.067 mmol) copper(I) iodide. The flask was placed in an ultrasonic bath, and argon was bubbled through for a period of five minutes. The flask was then sealed and heated to 140° C. for 2 h using microwave irradiation. The reaction mixture was filtered over celite which was washed with acetonitrile. The filtrates of a total of seven reactions at this scale were combined and purified by preparative RP-HPLC (acetonitrile/water gradient) to afford 940 mg (57% of th.) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073939B2
Source datasetuspto-grants-2015_07
ORD IDord-0b21608617824746bbd563a0bc532961
Source noteuspto-grants-2015_07