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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601760Generated: October 26, 2026

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

https://huagongshe.com/reaction/601760

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 numberUS07902379B2
Source datasetuspto-grants-2011_03
ORD IDord-0d209695da03452a91558f991ed8b7d0
Source noteuspto-grants-2011_03