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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269533Generated: October 26, 2026

Potassium Carbonate → 2-Benzyloxy-5''-butyrylamino-5-trifluoromethyl[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester

https://huagongshe.com/reaction/269533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantToluene ethanolHCID 21863594—
Reactant2-Benzyloxy-5-trifluoromethylphenylboronic acidHCID 23005339—
Reactant2'-Bromo-5-butyrylamino-biphenyl-3-carboxylic acid methyl esterHCID 69312113—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product2-Benzyloxy-5''-butyrylamino-5-trifluoromethyl[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl esterHCID 5873098376%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-benzyloxy-5-trifluoromethyl-phenyl-boronic acid (38 mg, 0.13 mmol), 2′-bromo-5-butyrylamino-biphenyl-3-carboxylic acid methyl ester (45 mg, 0.12 mmol), potassium carbonate (138 mg, 1 mmol) and tetrakis(triphenylphosphine)palladium(0) (14 mg, 0.012 mmol) in 1:1 toluene/ethanol (3 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified using Biotage with ethyl acetate/iso-hexane (1:4) to yield the title compound as a colourless gum (51 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-a2455b2326d24ff885fe7230018b9ef0
Source noteuspto-grants-2008_11