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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626465Generated: October 30, 2026

Sodium Carbonate → HCID 67289726, compound

https://huagongshe.com/reaction/1626465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 67287330HCID 67287330—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67289726HCID 6728972657%

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 7-(4-(5-bromopyridin-2-ylcarbamoyl)phenoxy)-6-chlorochroman-4-carboxylate (50 mg, 0.094 mmol), 4-chlorophenylboronic acid (15 mg, 0.094 mmol), Na2CO3 (25 mg, 0.24 mmol) and Pd(PPh3)4 (11 mg, 0.0094 mmol) were placed in a 1 mL vial and diluted with toluene (800 μL) and water (80 μL). The vial was purged with argon, sealed and heated to 100° C. After stirring for 36 hours, the reaction was loaded onto silica gel eluting with 5% ethyl acetate/hexanes to 70% ethyl acetate/hexanes to yield the desired compound (30 mg, 0.053 mmol, 57% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-7427f9b79ad54de989dddb313218fdc4
Source noteuspto-grants-2014_07