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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601763Generated: October 30, 2026

Pyridine → 3,5-Dichloro-3-(2-methoxypyridin-3-yl)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/601763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Chloro-3-(2-methoxypyridin-3-yl)-3-hydroxy-1,3-dihydroindol-2-oneHCID 57517757—
SolventDichloromethaneHCID 6344—
Product3,5-Dichloro-3-(2-methoxypyridin-3-yl)-1,3-dihydroindol-2-oneHCID 57517758—

Reaction Conditions

Temperature0 °C

Reaction Steps

Pyridine (0.33 ml) and thionyl chloride (0.30 ml) were added successively to an ice-cold solution of the intermediate from step A (1.1 g, 3.44 mmol) in dichloromethane (10 ml). The reaction mixture was stirred at 0° C. for 1 h and then saturated ammonium chloride solution was added. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude intermediate was rapidly employed without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902379B2
Source datasetuspto-grants-2011_03
ORD IDord-12c4a0a003fe4855b3d1f66a76691ff0
Source noteuspto-grants-2011_03