(S)-N4-(3-chloro-4-fluorophenyl)-7-(tetrahydrofuran-3-yloxy)quinazoline-4,6-diaMine

The Uses of (S)-N4-(3-chloro-4-fluorophenyl)-7-(tetrahydrofuran-3-yloxy)quinazoline-4,6-diaMine

(S)-N4-(3-chloro-4-fluorophenyl)-7-(tetrahydrofuran-3-yloxy)quinazoline-4,6-diamine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Synthesis

To a solution of 4-(3-chloro-4-fluorophenyl)amino-6-nitro-7-[[(S)-tetrahydro-3-furanyl]oxy]- quinazoline (1.34 g, 3.31 mmol) and ammonium chloride (496 mg, 9.27 mmol) in anhydrous DMF (22 mL), Raney nickel [1.5 mL, 50 % (w/v) in water] was added to the reaction mixture and stirred under an atmosphere of hydrogen at 40 °C for 2 h. After 2 h the reaction was diluted with EtOH (10 mL), filtered through diatomaceous earth and washed with a large excess of EtOH. The residue was concentrated under reduced pressure and purified by column chromatography eluting with CHCl3/MeOH (95:5) to give 6 as a viscous brown oil (950 mg, 77 %).