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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048077Generated: October 30, 2026

Water → HCID 67080515, compound

https://huagongshe.com/reaction/1048077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 67080471HCID 67080471—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 67080515HCID 6708051571.5%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of ethyl 7-(4-(3-bromo-4-fluorophenylcarbamoyl)phenoxy)-6-chlorochroman-4-carboxylate (54.8 mg, 0.0998 mmol), 4-chlorophenylboronic acid (20.299 mg, 0.129 mmol), Na2CO3 (31.75 mg, 0.299 mmol), tetrakis(triphenylphosphine)palladium(0) (5.769 mg, 0.0049 mmol), water (0.1 ml), and toluene (1 ml) in a vial was purged with Argon for few minutes and heated for 17 hours at 125° C. The crude mixture was purified on silica gel (EtOAc in hexanes gradient) to provide 41.4 mg of the title compound as a foamy solid (71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569522B2
Source datasetuspto-grants-2013_10
ORD IDord-bb8b144a539247fb9dd606946c28333d
Source noteuspto-grants-2013_10