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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281339Generated: October 30, 2026

4-Cyanobenzenesulfonyl chloride → HCID 71559229, compound

https://huagongshe.com/reaction/2281339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Cyanobenzenesulfonyl chlorideHCID 39497—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 117642154HCID 117642154—
SolventDimethyl SulfoxideHCID 679—
SolventDimethylformamideHCID 6228—
ProductHCID 71559229HCID 71559229—

Reaction Steps

A solution of 4-cyanobenzene-1-sulfonyl chloride (31 mg, 0.12 mmol) in 0.3 mL of DMF was added to a solution of 5-((R)-2-((1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1(3H)-one hydrochloride (32 mg, 0.10 mmol) (INTERMEDIATE 14) in 0.2 mL of DMF and DIEA (87 uL, 0.50 mmol). The combined solution was shaken for sixteen hours and then diluted with 0.5 mL DMSO. The resulting solution was purified by HPLC to afford 4-((1S,4S)-5-((R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)-2,5-diazabicyclo[2.2.1]heptan-2-ylsulfonyl)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-f4bd2907e6c544de80a268cb531b04b7
Source noteuspto-grants-2015_09