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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283830Generated: October 26, 2026

Sodium Iodide → 2-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2283830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDimethylformamideHCID 6228—
ReactantPhthalimide potassium saltHCID 24194345—
Reactant1-(4-chlorobutyl)-2-methyl-2H-pyrazolo[3,4-c]quinolin-4-amineHCID 57717502—
SolventWaterHCID 962—
Product2-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dioneHCID 6695880070.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

Potassium phthalimide (4.90 mg, 26.4 mmol), sodium iodide (495 mg, 3.30 mmol), and DMF (22 mL) were added to 1-(4-chlorobutyl)-2-methyl-2H-pyrazolo[3,4-c]quinolin-4-amine (4.00 g, 13.2 mmol, prepared as described in Parts A-F of Examples 454-489), and the reaction was heated at 90° C. for two hours under a nitrogen atmosphere and allowed to cool to ambient temperature. Water (100 mL) was added and a precipitate formed and was isolated by filtration to yield 3.7 g of 2-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dione that was used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145410B2
Source datasetuspto-grants-2015_09
ORD IDord-ae3980f33fd44a59bd1eefd3bf5559c6
Source noteuspto-grants-2015_09