Method for catalytic preparation of hydromorphone and hydrocodone
AssigneeCody Laboratories, Inc.
InventorVladimir Kouznetsov
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Abstract
The present invention generally relates to catalysts of formula (III) [M(P(Ra)(Rb)N(Rc)(Rd))2Xn]mYp that selectively convert morphine/codeine to hydromorphone/hydrocodone, and methods of use thereof.
Claims11
A method of transforming morphine to hydromorphone or codeine to hydrocodone in the presence of a compound of formula (III):
- [M(P(Ra)(Rb)N(Rc)(Rd))2Xn]mYp
- wherein M is Rh or Ir;
- each Ra, Rb, Rc and Rd is independently H, optionally substituted alkyl, aryl, heterocyclic, or cycloalkyl;
- each X is independently H, —OH, halo, alkoxide, aryloxide, an anion or a solvent molecule;
- Y is an anion;
- n is 0 or 1;
- m is 1 or 2;
- and p is 0, 1 or 2.
A method of transforming morphine to hydromorphone or codeine to hydrocodone in the presence of a compound of the formula:
- wherein M is Rh or Ir;
- each X is independently H, —OH, halo, alkoxide, aryloxide, an anion or a solvent molecule;
- R1, R2, R5, R6, R9, R10, R13 and R14 are independently selected from H and optionally substituted aryl, heterocyclic, or cycloalkyl;
- R3, R4, R6, R8, R11, R12, R15 and R16 are independently selected from H and optionally substituted alkyl;
- or
- R4 and R8, and R12 and R16 form an optionally substituted cycloalkyl, heterocyclic, or aryl ring system.
A method for transforming morphine to hydromorphone or codeine to hydrocodone comprising reacting a compound of the formula [ClRh(C2H4)2]2 or [ClRh(COE)2]2 with a compound of the formula P(Ra)(Rb)N(Rc)(Rd);
- wherein each Ra, Rb, Rc and Rd is independently selected from H, optionally substituted alkyl;
- and optionally substituted aryl, heterocyclic, or cycloalkyl;
- and adding the resulting product to a solution containing morphine or codeine;
- and reacting the mixture to transform morphine to hydromorphone or codeine to hydrocodone.
Dependencies are inferred from the claim text.