Sodium Chloride → [4-(3-Aminophenyl)-6,7-dimethoxyquinazolin-2-yl]methylamine

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To 354 mg (1.00 mmol) of N-[3-(2-chloro-6,7-dimethoxyquinazolin-4-yl)phenyl]formamide, tetrahydrofuran (2.06 mL), and methanol (1.03 mL) was added a methanol solution (2.06 mL) of 40% methylamine, and the mixture was reacted at 90° C. for 12 hours. The reaction mixture was allowed to cool and then poured into a mixed solution of ethyl acetate (30 mL), tetrahydrofuran (30 mL), and 5% w/w sodium chloride solution (30 mL) to extract the organic layer. The organic layer was washed with 5% w/w sodium chloride solution (30 mL) and then concentrated under reduced pressure. To the concentration residue was added ethyl acetate (1.5 mL), and the mixture was crystallized with a spatula followed by stirring at 50° C. for 1.5 hours. To this suspension was dropwise added t-butyl methyl ether (1.5 mL), and the mixture was further stirred for 1 hour and allowed to cool gradually. The precipitated crystals were collected by filtration and dried to give 288 mg of a target product (yield: 90.5%).

Herkunft & Nachweise