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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420996Generated: November 1, 2026

Ethanol → HCID 86628825, compound

https://huagongshe.com/reaction/420996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-(trifluoromethyl)pyridineHCID 2736434—
ReactantHCID 86628826HCID 86628826—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 86628825HCID 86628825—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-formyl-1-(4-isopropoxyphenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester (600 mg, 1.26 mmol; see step (a) above), 2-bromo-5-(trifluoromethyl)pyridine (426 mg, 1.89 mmol), Na2CO3 (aq, 2 M, 1.89 mL, 3.78 mmol), Pd(PPh3)4 (70 mg, 0.06 mmol), EtOH (5 mL) and toluene (20 mL) was heated at 80° C. for 24 h, allowed to cool, poured into H2O and extracted with EtOAc. The combined extracts were washed with H2O and brine, dried (Na2SO4), concentrated and purified by chromatography to give the sub-title compound. Yield 500 mg (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097623B2
Source datasetuspto-grants-2012_01
ORD IDord-f6776f09621b424f92ae8630477411ae
Source noteuspto-grants-2012_01