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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040423Generated: October 26, 2026

Pyridine → 3,5-Dichloro-3-(2,4-dimethoxypyrimidin-5-yl)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/2040423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Chloro-3-(2,4-dimethoxypyrimidin-5-yl)-3-hydroxy-1,3-dihydroindol-2-oneHCID 57517753—
SolventDichloromethaneHCID 6344—
Product3,5-Dichloro-3-(2,4-dimethoxypyrimidin-5-yl)-1,3-dihydroindol-2-oneHCID 57517754—

Reaction Conditions

Temperature0 °C

Reaction Steps

Pyridine (0.28 ml) and thionyl chloride (0.18 ml) were added successively to an ice-cold solution of the intermediate from Step A (0.64 g, 2.0 mmol) in dichloromethane (20 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-9aea58b4cb7548cc9a1bc5cbc248e8b5
Source noteuspto-grants-2013_11