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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992401Generated: October 25, 2026

Acetonitrile → N-{2-[7-(2-Benzo[d]isoxazol-3-yl-ethyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-ethyl}-4-cyano-benzenesulfonamide

https://huagongshe.com/reaction/1992401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
Reactant4-cyano-N-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethyl]-benzenesulfonamide dihydrochlorideHCID 68519076—
ReactantMethanesulfonic acid 2-benzo[d]isoxazol-3-yl-ethyl esterHCID 86625996—
SolventWaterHCID 962—
ProductN-{2-[7-(2-Benzo[d]isoxazol-3-yl-ethyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-ethyl}-4-cyano-benzenesulfonamideHCID 6851896541.5%

Reaction Conditions

Temperature160 °C

Reaction Steps

To 4-cyano-N-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethyl]-benzenesulfonamide dihydrochloride (0.123 g, 0.30 mmol, from prep E above), methanesulfonic acid 2-benzo[d]isoxazol-3-yl-ethyl ester (0.076 g, 0.315 mmol, from prep AD above) and potassium carbonate (0.145 g, 1.05 mmol; from Prep ) was added acetonitrile (4 mL) and water (0.1 mL). The mixture was heated by microwave irradiation (10 minutes, 160° C.) and was then filtered and evaporated. The crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 60 mg (41.5%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-306104b712024a7d9f6d77effa2d58a0
Source noteuspto-grants-2010_01