Triethylamine → 2-[4-(2-Benzoxazolyl)-1-piperazinyl]-6,7-dimethoxy-4-quinazolinamine

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Reaction Steps

To a suspension of 4-amino-6,7-dimethoxy-2-(1-piperazinyl)quinazoline hydrochloride (3.26 g ) in 250 ml of butanol, 1.01 g of triethylamine was added. The mixture was stirred at room temperature for 2 hr and 1.51 g of benzoxazole-2-thiol was added. The mixture was refluxed for 72 hr and evaporated. The solids were triturated with water and filtered to give 2.7 g of crude product. This was chromatographed over silica gel using 7% methanol-methylene chloride as eluent. Appropriate fractions were mixed together to give 0.25 g of the title compound, which was crystallized from hexane-methylene chloride; mp>250° C.; ir (nujol mull) 3420, 3320 and 3200 cm-1 ; uv max (MeOH) 341 (ε=6,650), 282 (ε=28,900), 278 (ε=29,300) and 252 nm (ε=73,000); and Anal. Calcd for C21H22N6O3 : C, 62.06% H, 5.45% N, 20.68% and Found: C, 61.38% H, 5.59% N, 20.78%.

Provenance & Evidence