MW01-070C

Chemical Name: 2-[11-Oxo-11-[4-(2-pyrimidinyl)piperazin-1-yl]undecyl]-2,3,5,6-tetrahydrobenzo[h]cinnolin-3-imine
项目整合开发状态: Biological Testing
项目研究机构: Northwestern University (Originator), Universit?Louis Pasteur (Originator)
合成路线:The condensation of 1-tetralone (I) with 2-oxoacetic acid (II) by means of KOH gives 2-(1-oxo-1,2,3,4-tetrahydronaphthalen-2-ylidene)acetic acid (III),which is cyclized with hydrazine in hot butanol to yield the tricyclic pyridazinone (IV).The treatment of (IV) with hot POCl3 gives the chloropyridazine derivative (V),which is treated with hydrazine in boiling water to provide the hydrazino derivative (VI).The hydrogenation of (VI) with H2 over Ni in methanol gives the aminopyridazine derivative (VII),which is condensed with ethyl 11-bromoundecanoate (VIII) (prepared by esterification of the corresponding acid (IX) with Et-OH/HCl) in hot DMF to yield the adduct (X).The hydrolysis of (X) with HCl in hot HOAc affords the corresponding acid (XI),which is finally condensed with 1-(2-pyrimidinyl)piperazine (XII) by means of HOBt and EDC in DMF to provide the target amide.