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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216038Generated: October 30, 2026

Ethanol → HCID 69586734, compound

https://huagongshe.com/reaction/2216038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
ReactantHCID 69586527HCID 69586527—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 69586734HCID 6958673429%

Reaction Conditions

Temperature80 °C

Reaction Steps

The procedure as in Example 1: step c was followed using 4-(6-Amino-5-bromo-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (25 mg, 0.06 mmol, Example 124: step a), 2-methyl phenyl boronic acid (33 mg, 0.25 mmol), Pd(PPh3)4 (14 mg, 0.01 mmol), aqueous Na2CO3 (2M, 400 μL, 0.5 mmol), ethanol (400 μL) and toluene (800 μL). The reaction was heated to 80° C. for 12 hours. The residue was dissolved into EtOAc and washed with brine. The organic layers were dried (MgSO4) and removal of the solvents in vacuo was followed by preparative SiO2 TLC purification (20% MeOH in DCM) that yielded the title compound (7.4 mg, 29%) as a white solid. ESI-MS (m/z): Calcd. for C19H18N2O4S3: 420.0 (M+1) found: 420.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109354B2
Source datasetuspto-grants-2006_09
ORD IDord-867d7908d7bf4e1fb41b71416c2ed03f
Source noteuspto-grants-2006_09