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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245080Generated: October 30, 2026

Sodium Carbonate → HCID 21921215, compound

https://huagongshe.com/reaction/1245080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
ReactantHCID 21921445HCID 21921445—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 21921215HCID 2192121550%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 120 mg (0.1 mmol) of above resin-bound 2-(4-bromo-phenyl)-N-[2-Hydroxy-4-(4-trifluoromethyl-phenoxy)-phenyl]-acetamide in 2.0 mL of DME were added 46.0 mg (0.3 mmol) of 3-methoxyphenylboronic 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 to 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% methylene chloride) to give 25 mg (50%) of the title compound. LC/MS (m/z) 494 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122580B2
Source datasetuspto-grants-2006_10
ORD IDord-f9d22c2594f44fdb849e5f2b9d272b10
Source noteuspto-grants-2006_10