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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373781Generated: November 1, 2026

Sodium Carbonate → HCID 11330492, compound

https://huagongshe.com/reaction/2373781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Nitrophenylboronic acidHCID 2773552—
ReactantHCID 69207173HCID 69207173—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 11330492HCID 11330492—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 0.05 g (0.1 mmol) of above resin-bound 3-(4-bromo-phenyl)-2-(S)-[(4′-trifluoromethyl-4-hydroxy-biphenyl-3-carbonyl)-amino]-propionic acid methyl ester in 2.0 mL of DME was added 50.1 mg (0.3 mmol) of 4-nitrophenylboronic acid, 30 mg (0.03 mmol) of Pd(PPh3)4, and 0.3 mL (0.6 mmol) of 2N Na2CO3 solution. The mixture was heated at 80° C. for 12 h. The resin was washed with H2O, DMF, MeOH, DCM three times of each and cleaved with TMSBr/TFA/DCM (1:1:5) at rt for 4 h. The residue obtained after removing the solvent was purified by chromatography (100% DCM) to give 28.2 mg of the title compound. LC/MS (m/z): 565 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459472B2
Source datasetuspto-grants-2008_12
ORD IDord-7ddc88a4b8ae4b278e41568584680b59
Source noteuspto-grants-2008_12