Bamiratine hydrate, TAK-427

巴麦斯汀 Chemical Name: 2-[6-[3-[4-(Diphenylmethoxy)piperidin-1-yl]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionic acid dihydrate
CAS No. 265671-81-6, 215529-47-8 (anhydrous), 215530-32-8 (monosodium salt)
项目整合开发状态: Discontinued
项目研究机构: Takeda (Originator)
合成路线:Imidazopyridazine (III) was prepared by condensation of 3-amino-6-chloropyridazine (I) with ethyl 4-chloroacetoacetate (II) in refluxing ethanol.Alkylation of (III) with iodomethane in the presence of NaH furnished the dimethyl derivative (IV).Alternatively,intermediate (IV) was directly obtained by condensation of 3-amino-6-chloropyridazine (I) with ethyl 4-bromo-2,2-dimethyl-3-oxobutanoate (V) in the presence of disodium phosphate.Reaction of the chloroimidazopyridazine (IV) with 3-[4-(diphenylmethoxy)piperidin-1-yl]propanamine (VI) at 200 C provided adduct (VII).The ethyl ester function of (VII) was finally hydrolyzed to the target carboxylic acid employing NaOH.