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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601775Generated: October 25, 2026

Pyridine → 3-Chloro-3-(2-ethoxy-phenyl)-5-methoxy-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/601775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant3-(2-Ethoxy-phenyl)-3-hydroxy-5-methoxy-1,3-dihydro-indol-2-oneHCID 57517776—
SolventDichloromethaneHCID 6344—
Product3-Chloro-3-(2-ethoxy-phenyl)-5-methoxy-1,3-dihydro-indol-2-oneHCID 5751777760.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

5 g (16.7 mmol) of the intermediate from step A and 2.6 g (33.4 mmol) pyridine were dissolved in 50 mL CH2Cl2 and at 0° C. 3 g (25.1 mmol) SOCl2 were added slowly. Then the reaction mixture was stirred for 30 min. at 0° C. The reaction mixture was poured into an ice/water mixture and the organic phase was separated, washed with H2O, dried over magnesium sulfate and finally the solvent was removed in vacuo. The resulting residue was suspended in ether. The solid residue was separated and dried to give 3.2 g of the intermediate, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902379B2
Source datasetuspto-grants-2011_03
ORD IDord-b7fa2e0b05274412a217d0ccf39f38d6
Source noteuspto-grants-2011_03