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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620032Generated: November 1, 2026

Water → HCID 66876652, compound

https://huagongshe.com/reaction/1620032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-Methyl-1H-indazole-5-boronic acidHCID 22558910—
ReactantHCID 66876970HCID 66876970—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66876652HCID 6687665273.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of Intermediate 9 (460 mg) in 1,4-dioxane (5 ml, KANTO) was added with 1-methyl-1H-indazol-5-ylboronic acid (rgt1, 350 mg), cesium carbonate (410 mg, KANTO), and PdCl2dppf·CH2Cl2 (115 mg, Ald), and stirred at 90° C. for 18 hours. The reaction mixture was cooled to room temperature, and then added with water (30 ml) and ethyl acetate (30 ml×2) to perform extraction. The reaction mixture was successively washed with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride, and saturated brine, the organic layer was dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Yamazen, n-hexane:ethyl acetate=3:1), and the solvent was evaporated under reduced pressure by using a rotary evaporator to obtain the title compound (400 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772327B2
Source datasetuspto-grants-2014_07
ORD IDord-fe9438a3369d43d995cb775e23f8b57b
Source noteuspto-grants-2014_07