Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216040Generated: November 1, 2026

Ethanol → tert-butyl N-[4-[[5-(2-methylphenyl)-3-pyridinyl]sulfonyl]-5-methylsulfanylthiophene-2-carboximidoyl]carbamate

https://huagongshe.com/reaction/2216040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
Reactanttert-butyl N-[4-[(5-bromo-3-pyridinyl)sulfonyl]-5-methylsulfanylthiophene-2-carboximidoyl]carbamateHCID 145857652—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N-[4-[[5-(2-methylphenyl)-3-pyridinyl]sulfonyl]-5-methylsulfanylthiophene-2-carboximidoyl]carbamateHCID 145857698—

Reaction Conditions

Temperature80 °C

Reaction Steps

The procedure described in Example 1: step c was followed using {[4-(5-Bromo-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophen-2-yl]-imino-methyl}-carbamic acid tert-butyl ester (50 mg, 0.08 mmol), 2-methyl phenyl boronic acid (23 mg, 0.17 mmol), Pd(PPh3)4 (19 Mg, 0.02 mmol), aqueous Na2CO3 (2M, 800 μL, 0.4 mmol), ethanol (800 μL) and toluene (1600 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 resulted in a crude mixture of the product that was used without further purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109354B2
Source datasetuspto-grants-2006_09
ORD IDord-68369c68d74a4d4cbf7d9f3dae5b3866
Source noteuspto-grants-2006_09