合成路线:By condensation of 2,3-dihydro-5H-oxazole[2,3-b]quinazolin-5-one (I) with 4-(4-fluorobenzoyl)piperidine (II) in refuxing toluene.
参考文献标题:Process for preparing ketanserine
文献作者:Signorini,R.; Verga,A.(Ravizza SpA)
参考来源:EP 0098499; IT 1155357
合成路线:By reaction of 4-(p-fluorobenzoyl)piperidine (I) with 3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione (II) by means of Na2CO3 in refluxing 4-methyl-2-pentanone.The starting compounds are prepared as follows:1) The Grignard reaction of N-benzyl-4-cyanopiperidine (III) with p-fluorophenylmagnesium bromide (IV) ethyl ether gives N-benzyl-4-p-fluorobenzoyl)piperidine (V),which by reaction with Na2CO3 and ethyl chloroformate (A) is converted into N-ethoxycarbonyl-4-(p-fluorobenzoyl)piperidine (VI).Finally,this compound is hydrolyzed with 48% HBr to give (I).2) The reaction of ethyl anthranilate (VII) with ethyl chloroformate (A) in refluxing xylene gives ethyl 2-(ethoxycarbonylamino)benzoate (VIII),which is cyclized with 2-aminoethanol (B) at 170 C to afford 3-(2-hydroxyethyl)-2,4-(1H,3H)-quinazolinedione (IX).Finally,this compound is treated with SOCl2 in refluxing chloroform to afford (II).
参考文献标题:Ketanserin
文献作者:Blancafort,P.; Paton,D.M.; Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1981,6(11),684
合成路线:The condensation of N-(2-bromoethyl)-2-nitrobenzamide (I) with 4-(4-fluorobenzoyl)piperidine (II) by means of Na2CO3 in refluxing methyl isobutyl ketone gives N-[2-[4-(4-fluorobenzoyl)-2-piperidinyl]ethyl]-2-nitrobenzamide (III),which is reduced with H2 over Pt/C in methanol yielding the corresponding amino derivative (IV).Finally,this compound is cyclized with urea (V) in refluxing xylene.
参考文献标题:Synthesis of 3H- and 14C-ketanserin
文献作者:Janssen,C.G.M.; Lenoir,H.A.C.; Thijssen,J.B.A.; Knaeps,A.G.; Verluyten,W.L.M.; Heykants,J.J.P.
参考来源:J Label Compd Radiopharm 1988,25(7),783-92
产品链接: CAS No. 74050-98-9››