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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723083Generated: October 30, 2026

Ethanol → 4-(6-Amino-5-o-tolyl-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid amide

https://huagongshe.com/reaction/723083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant(2'-Methyl-[1,1'-biphenyl]-2-yl)boronic acidHCID 15887404—
Reactant4-(6-Amino-5-bromo-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid amideHCID 21057129—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product4-(6-Amino-5-o-tolyl-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid amideHCID 2105713032%

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 amide (25 mg, 0.06 mmol, Example 120: step a), o-tolyl phenyl boronic acid (33 mg, 0.25 mmol), Pd(PPh3)4 (14 mg, 0.01 mmol), aqueous Na2CO3 (2M, 0.4 mL), ethanol (0.4 mL) and toluene (0.8 mL). Purification by preparative SiO2 chromatography (25% EtOAc in hexanes) of the residue yielded the title compound (7.4 mg, 32%) as a brown solid. ESI-MS (m/z): Calcd. for C18H17N3O3S3: 420.0 (M+H); found: 420.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138530B2
Source datasetuspto-grants-2006_11
ORD IDord-438e569c1089498581b75d1a72a86933
Source noteuspto-grants-2006_11