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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182706Generated: October 25, 2026

Water → 2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one

https://huagongshe.com/reaction/1182706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Amino-2-butyl-2,3-dihydro-1H-isoindol-1-oneHCID 67432065—
Reactant(2,6-Dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonateHCID 86658032—
SolventDimethylformamideHCID 6228—
Product2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-oneHCID 6743433241.3%

Reaction Steps

5-Amino-2-butylisoindolin-1-one (63.1 mg, 0.309 mmol), K2CO3 (85 mg, 0.618 mmol) and KI (51.3 mg, 0.309 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate (90 mg, 0.309 mmol) in DMF (6 mL). After stirring overnight, water was added, the mixture was extracted with EtOAc, the combined organic layers were washed with water and dried (MgSO4). Purification by flash chromatography (DCM/MeOH, gradient 2-8% MeOH) provided 2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one (51 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664214B2
Source datasetuspto-grants-2014_03
ORD IDord-ba1400901ce04b89b7aa7b68a227d483
Source noteuspto-grants-2014_03