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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269527Generated: October 25, 2026

Potassium Carbonate → 5''-Amino-2-benzyloxy-5-chloro-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester

https://huagongshe.com/reaction/269527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Benzyloxy-5-chlorobenzeneboronic acidHCID 4198740—
ReactantToluene ethanolHCID 21863594—
Reactant5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl esterHCID 69310719—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product5''-Amino-2-benzyloxy-5-chloro-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl esterHCID 58731004—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-benzyloxy-5-chloro-phenyl-boronic acid (197 mg, 0.75 mmol), 5-amino-2′-bromo-biphenyl-3-carboxylic acid methyl ester (216 mg, 0.71 mmol), potassium carbonate (828 mg, 6 mmol) and tetrakis(triphenylphosphine)palladium(0) (79 mg, 0.068 mmol) in 1:1 toluene/ethanol (8 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 pale yellow gum. (288 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-3c4a7f916eea492a974ab77253e66094
Source noteuspto-grants-2008_11