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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244416Generated: October 26, 2026

Benzoyl chloride → Phenyl-{5-[2,2,2-trifluoro-1-hydroxy-1-(1-methyl-1H-indol-3-yl)ethyl]indazol-1-yl}methanone

https://huagongshe.com/reaction/244416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant2,2,2-trifluoro-1-(1H-indazol-5-yl)-1-(1-methyl-1H-indol-3-yl)ethanolHCID 59437224—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDiethyl EtherHCID 3283—
ProductPhenyl-{5-[2,2,2-trifluoro-1-hydroxy-1-(1-methyl-1H-indol-3-yl)ethyl]indazol-1-yl}methanoneHCID 5943729557.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2,2,2-trifluoro-1-(1H-indazol-5-yl)-1-(1-methyl-1H-indol-3-yl)ethanol (0.162 mmol) and benzoyl chloride (0.324 mmol) in 1 mL pyridine was heated at 100° C. After 2 hours, the mixture was cooled to room temperature and diluted with ether and water. The organic layer was washed with aqueous HCl and brine and dried over magnesium sulfate. The volatiles were removed in vacuo and the residue purified by flash silica gel chromatography using 33% ethyl acetate in hexanes. The product-rich fractions were concentrated in vacuo to provide 0.093 mmol of the title compound, m.p. 102° C.-103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658637B2
Source datasetuspto-grants-2014_02
ORD IDord-9b342229bb9b4af99ec8604f724d6e34
Source noteuspto-grants-2014_02