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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558463Generated: October 29, 2026

N,N'-Dimethylethylenediamine → 3-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinone

https://huagongshe.com/reaction/558463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant1-Chloro-3-iodobenzeneHCID 12269—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1H)-oneHCID 66999986—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
Product3-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinoneHCID 25068780—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a resealable tube was added a mixture of 3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1H)-one (0.050 g, 0.20 mmol), potassium phosphate (0.084 g, 0.40 mmol), and copper(I) iodide (0.0075 g, 0.040 mmol) followed by Dioxane (2 mL), 1-chloro-3-iodobenzene (0.027 ml, 0.22 mmol) and N1,N2-dimethylethane-1,2-diamine (0.009 ml, 0.079 mmol). The resealable tube was purged with argon, sealed, and heated at 85° C. for 48 hrs. The crude mixture was filtered and concentrated in vacuo. The residue was purified by silica gel chromatography using 3-10% MeOH in CH2Cl2 with 1% NH4OH to afford 3-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinone as an off-white solid. M+H+=363.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063055B2
Source datasetuspto-grants-2011_11
ORD IDord-8ced41e0bdbb42bbb811c140bdbb07df
Source noteuspto-grants-2011_11