1,4-Cyclohexadiene → HCID 178483076, compound

Participants

Reaction Steps

To a solution of cis-{2-[4-(4-dimethylamino-quinazolin-2-ylamino)-cyclohexyl]-ethyl}-carbamic acid benzyl ester (4.47 g, 10 mmol) in EtOH (20 mL) was added 1,4-cyclohexadiene (20 mL) and 200 mg of 10% Pd/C. The reaction mixture was stirred at ambient temperature for 18 hr, filtered through pad of celite, and concentrated. The residue was purified by column chromatography (silica gel, 5% to 15% 2 M NH3/MeOH in CH2Cl2) to give cis-N2-[4-(2-amino-ethyl)-cyclohexyl]-N4,N4-dimethyl-quinazoline-2,4-diamine (2.41 g, 77%) as a yellow oil.

Provenance & Evidence