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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 488665Generated: October 29, 2026

Sodium Carbonate → HCID 22271979, compound

https://huagongshe.com/reaction/488665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 22271958HCID 22271958—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 22271979HCID 2227197941.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of methyl 3-bromo-6-{4-[(tert-butoxycarbonyl)amino]butoxy}-2-hydroxybenzoate (56 mg, 0.134 mmol), tetrakis(triphenylphosphine) palladium (7 mg), 2M Na2CO3 (134 μL, 0.268 mmol) in toluene (1 mL) and ethanol (0.5 mL) was added phenylboronic acid (18 mg, 0.147 mmol). The reaction mixture was heated to 80° C. in a sealed tube overnight, taken up in ethyl acetate, washed with aqueous NaHCO3, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified on silica gel with hexane/ethyl acetate to provide the titled compound (23 mg). MS (ESI(+)) m/e 416 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06972340B2
Source datasetuspto-grants-2005_12
ORD IDord-85c85e9b432b4c359e93f4ba523f40b7
Source noteuspto-grants-2005_12