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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21319Generated: October 25, 2026

Water → 4-Chloro-5-(3-pyridylmethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone

https://huagongshe.com/reaction/21319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-(Chloromethyl)pyridine hydrochlorideHCID 23394—
Reactant4-Chloro-5-hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinoneHCID 68488532—
SolventAcetonitrileHCID 6342—
Product4-Chloro-5-(3-pyridylmethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinoneHCID 6849196760%

Reaction Conditions

Temperature50 °C

Reaction Steps

4-Chloro-5-hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone (70.0 mg, 0.141 mmol) was suspended in acetonitrile (3.5 mL), and the suspension was added with cesium carbonate (91.9 mg, 0.282 mmol) and 3-pyridylmethyl chloride hydrochloride (23.1 mg, 0.141 mmol), followed by stirring at 50° C. for 12 hours under nitrogen atmosphere. The reaction mixture was added with water. The obtained solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 4-chloro-5-(3-pyridylmethoxy)-7-[1-(tert-butoxycarbonyl)-5-(piperidin-1-ylmethyl)indol-2-yl]isoindolinone (49.7 mg, yield 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-dbf0429802e34d3c8818abb3460bdbe6
Source noteuspto-grants-2010_06