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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040426Generated: November 1, 2026

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

https://huagongshe.com/reaction/2040426

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 numberUS08580842B2
Source datasetuspto-grants-2013_11
ORD IDord-5553c7d2ceee4b35bf1a3b2bdaed94a6
Source noteuspto-grants-2013_11