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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993853Generated: October 30, 2026

Toluene → HCID 66774514, compound

https://huagongshe.com/reaction/1993853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant(2-(N-(tert-Butyl)sulfamoyl)-5-isobutylthiophen-3-yl)boronic acidHCID 11484000—
ReactantHCID 23404119HCID 23404119—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 66774514HCID 6677451462%

Reaction Steps

5-iso-Butyl-2-(N-tert-butylaminosulfonyl)thiophene-3-boronic acid (401.0 mg, 1.256 mmol, see Example 1(c) above), 1-(4-bromobenzyl)-1H-tetrazole (199.4 mg, 0.834 mmol, see step (a) above), toluene (20 mL), ethanol (3.0 mL), NaOH (1.0M, 5.0 mL, 5.0 mmol) and Pd(PPh3)4 (29.0 mg, 0.25 mmol) were mixed under N2. The mixture was warmed to reflux for 2 hours. The mixture was diluted with EtOAc (20 mL), washed with water and brine, and dried over MgSO4. The solvent was removed and the residue was separated by column chromatography using CHCl3:MeOH (40:1) as eluent to give 222.4 mg of the sub-title compound (yield: 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652054B2
Source datasetuspto-grants-2010_01
ORD IDord-e699d6234451419492b24e93e6606473
Source noteuspto-grants-2010_01