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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457068Generated: October 30, 2026

Sodium hydride → 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-phenylsulfonylcarbamoyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-ol

https://huagongshe.com/reaction/457068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantPhenylsulphonyl isocyanateHCID 76096—
Reactant4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-hydroxy [1]benzoxepino [2,3-b]pyridin-5-ylidene)propyl]piperidin-4-olHCID 66757538—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-phenylsulfonylcarbamoyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-olHCID 6675793139.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of the compound of Example 44 (0.511 g, 1.1 mmol) in dry THF (20 mL) was added sodium hydride (60% in mineral oil, 48 mg, 1.2 mmol), and the slurry heated at 40° C. under argon with stirring for 20 minutes. Phenylsulfonylisocyanate (160 μL, 1.2 mmol) was added and the mixture was stirred for 14 hours. The solvent was then removed by rotary evaporation to give the crude product. The solid material was washed twice with 20 mL CH2Cl2, and then twice with 20 mL MeoH: CH2Cl2 (1:1) to give the title compound (274 mg). MS m/z: 647

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186729B2
Source datasetuspto-grants-2007_03
ORD IDord-27d0102c82484064b1ab0abdf59fc894
Source noteuspto-grants-2007_03