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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859722Generated: October 31, 2026

4-Acetamidobenzenesulfonyl azide → 2-{2-Chloro-4-[2-(2-cyclopentyl-5-imino-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-phenyl}-2-methyl-propionitrile

https://huagongshe.com/reaction/859722

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Acetamidobenzenesulfonyl azideHCID 5129185—
Reactant2-{2-Chloro-4-[2-(2-cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-phenyl}-2-methyl-propionitrileHCID 49871408—
SolventTetrahydrofuranHCID 8028—
Product2-{2-Chloro-4-[2-(2-cyclopentyl-5-imino-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-phenyl}-2-methyl-propionitrileHCID 69054666—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred solution of 2-{2-chloro-4-[2-(2-cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-phenyl}-2-methyl-propionitrile (0.5 g, 1.29 mmol) from step 5 of example B(22), and p-acetamidobenzenesulfonyl azide (0.46 g, 1.94 mmol) in THF (4 mL) under argon was added TEA (0.54 mL, 3.87 mmol). The resulting solution was stirred at 25° C. overnight. The solvents were removed and the residue was purified by flash column chromatography (25–60% % EtOAc in hexanes) to give the product as a yellow oil. ESIMS (MH+): 414.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151105B2
Source datasetuspto-grants-2006_12
ORD IDord-850fbe1c30a141f69f48291082da6b01
Source noteuspto-grants-2006_12