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US 7,683,170 B2Granted
Methods for preparing Irinotecan
AssigneeW. C. Heraeus GmbH
InventorsFriedrich Wissmann, Holger Rauter, Silvia Werner
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AssigneeW. C. Heraeus GmbH
InventorsFriedrich Wissmann, Holger Rauter, Silvia Werner
Estimating the term…
Methods for manufacturing 7-ethyl-10-[4-(1-piperidino)-1-piperidino]-carbonyloxy-camptothecin are described comprising I. reacting a mixture of 1-chlorocarbonyl-4-piperidinopiperidine hydrochloride and 7-ethyl-10-hydroxycamptothecin in a polar aprotic solvent with a base in the presence of catalytic amounts of a N-containing cyclic organic compound having 3 to 20 carbon atoms and optionally in the presence of a water binding agent in an amount which effectively binds any water present in the above reactants and solvents; or II. reacting: (a) 7-Ethyl-10-hydroxycamptothecin in a polar aprotic solvent with phosgene, trichlormethyl-chloroformate, bis(trichloromethyl)carbonate or a alternative to phosgene and a base in the presence of catalytic amounts of a N-containing cyclic organic compound having 3 to 20 carbon atoms; and (b) subsequently with piperidinopiperidine and an amine base.
A method for preparing 7-ethyl-10-[4-(1-piperidino)-1-piperidino]-carbonyloxy-camptothecin comprising reacting a reactants mixture of 1-chlorocarbonyl-4-piperidinopiperidine hydrochloride and 7-ethyl-10-hydroxycamptothecin in a polar aprotic solvent with diisopropylethylamine in the presence of a catalytic amount of a N-containing cyclic organic compound, and optionally in the presence of a water binding agent in an amount which effectively binds any water present in the above reactants and solvent, wherein said polar aprotic solvent is selected from the group consisting of DMF, DMSO, 1,4-dioxane, THF, methylene chloride, chloroform, acetonitrile and mixture thereof, and said N-containing cyclic organic compound is selected from the group consisting of 4-dimethylaminopyridine, lutidine, pyrrole, imidazole, N-methylimidazole, 4-pyrrolidinopyridine, 4′,6′-diamidini-2-phenylindole and 1,4-diazabicyclo[2,2,2]octane (DABCO).
A method for preparing 7-ethyl-10-[4-(1-piperidino)-1-piperidino]-carbonyloxy-camptothecin comprising reacting:
Dependencies are inferred from the claim text.