Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826528Generated: October 31, 2026

Trifluoroacetic acid → 2-[2-(2-Amino-3-phenyl-propylamino)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidin-5-yl]-isoindole-1,3-dione

https://huagongshe.com/reaction/1826528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPhthalic AnhydrideHCID 6811—
Reactant5-amino-2-(2-amino-3-phenyl-propylamino)-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-oneHCID 22139610—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-[2-(2-Amino-3-phenyl-propylamino)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidin-5-yl]-isoindole-1,3-dioneHCID 22139602—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 5-amino-2-(2-amino-3-phenyl-propylamino)-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one (100 mg, 0.22 mmol), and isobenzofuran-1,3-dione (50 mg, 0.33 mmol) in DMF (0.5 mL) was heated under microwave irradiation (150° C.) for 10 min. The cooled mixture was diluted with CH2Cl2 (2 mL) followed by the addition of TFA (1 nL). After being stirred at room temperature for 6 h, the mixture was concentrated, partitioned between NaHCO3 (aq) and CH2Cl2. The organic residue was purified on silica (1–10% MeOH in CH2Cl2) to afford the desired product as a light yellow solid. M+1 481.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049318B2
Source datasetuspto-grants-2006_05
ORD IDord-c3d7c8e3aa394a2fa0a8de7b500b5c51
Source noteuspto-grants-2006_05