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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408452Generated: November 1, 2026

Dichloromethane → (E)-N-(Tetrahydro-pyran-2-yloxy)-3-(1-{4-[1-(2-morpholin-4-yl-ethyl)-1H-[1,2,3]triazol-4-yl]-benzenesulfonyl}-1H-pyrrol-3-yl)-acrylamide

https://huagongshe.com/reaction/2408452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant4-(2-Azidoethyl)morpholineHCID 2737015—
ReactantSodium AscorbateHCID 23667548—
Reactant(E)-3-[1-(4-Ethynyl-benzenesulfonyl)-1H-pyrrol-3-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamideHCID 86621705—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Product(E)-N-(Tetrahydro-pyran-2-yloxy)-3-(1-{4-[1-(2-morpholin-4-yl-ethyl)-1H-[1,2,3]triazol-4-yl]-benzenesulfonyl}-1H-pyrrol-3-yl)-acrylamideHCID 8662170627%

Reaction Steps

To a stirred mixture of 2-morpholino-ethylazide (0.30 mmol) in water (2 ml) are added CuSO4 pentahydrate (0.02 mmol), sodiumascorbate (0.04 mmol) and (E)-3-[1-(4-Ethynyl-benzenesulfonyl)-1H-pyrrol-3-yl]-N-(tetrahydro-pyran-2-yloxy)-acrylamide (0.30 mmol) in t-BuOH (1 ml) at room temperature. The reaction mixture is stirred over night. After addition of DCM the organic phase is separated, evaporated under reduced pressure and purified by prep. HPLC yielding 0.081 mmol of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815855B2
Source datasetuspto-grants-2014_08
ORD IDord-28b56c5e5b10477ba0213205ec36061e
Source noteuspto-grants-2014_08