Back to results
US 2011/0034465 A1Published application
Processes for the preparation of rivaroxaban and intermediates thereof
AssigneeApotex Pharmachem Inc.
InventorsPrabhudas BODHURI, Gamini Weeratunga
Life of this patent
Estimating the term…
Abstract
Provided are process for the preparation of (R)- and/or (S)-Rivaroxaban, and compounds which are intermediate compounds used in the processes for the preparation of (R)- and/or (S)-Rivaroxaban.
Claims102
A compound of Formula 13:
- wherein
- G1 is OR1, NR2R3 or CQ3;
- R1 is alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl or substituted arylalkyl;
- R2 and R3 are either (a) two independent groups or (b) together form a single ring group with the N to which they are bonded;
- R2 and R3, when independent groups, are independently selected from the group consisting of:
- H, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl and substituted arylalkyl;
- R2 and R3, when together form a single ring group with the N to which they are bonded, are a heteroaryl ring;
- Q is halogen;
- and
- G2 is a primary amine precursor.
7 more elements
A compound of Formula 14:
- G1 is OR1, NR2R3 or CQ3;
- R1 is alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl or substituted arylalkyl;
- R2 and R3 are either (a) two independent groups or (b) together form a single ring group with the N to which they are bonded;
- R2 and R3, when independent groups, are independently selected from the group consisting of:
- H, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl and substituted arylalkyl;
- R2 and R3, when together form a single ring group with the N to which they are bonded, are a heteroaryl ring;
- and
- Q is halogen.
5 more elements
A compound of Formula 14a:
A compound of Formula 15:
- wherein
- G1 is OR1, NR2R3 or CQ3;
- R1 is alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl or substituted arylalkyl;
- R2 and R3 are either (a) two independent groups or (b) together form a single ring group with the N to which they are bonded;
- R2 and R3, when independent groups, are independently selected from the group consisting of:
- H, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl and substituted arylalkyl;
- R2 and R3, when together form a single ring group with the N to which they are bonded, are a heteroaryl ring;
- and
- Q is halogen.
6 more elements
A compound of Formula 15a:
A compound of Formula 11:
- wherein
- G1 is OR1, NR2R3 or CQ3;
- R1 is alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl or substituted arylalkyl;
- R2 and R3 are either (a) two independent groups or (b) together form a single ring group with the N to which they are bonded;
- R2 and R3, when independent groups, are independently selected from the group consisting of:
- H, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl and substituted arylalkyl;
- R2 and R3, when together form a single ring group with the N to which they are bonded, are a heteroaryl ring;
- Q is halogen;
- and
- G2 is a primary amine precursor.
7 more elements
A process for the preparation of (S)- or (R)-Rivaroxaban comprising reacting a primary amine formation agent with a compound of Formula 13′:
- wherein
- G1 is OR1, NR2R3 or CQ3;
- R1 is alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl or substituted arylalkyl;
- R2 and R3 are either (a) two independent groups or (b) together form a single ring group with the N to which they are bonded;
- R2 and R3, when independent groups, are independently selected from the group consisting of:
- H, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl and substituted arylalkyl;
- R2 and R3, when together form a single ring group with the N to which they are bonded, are a heteroaryl ring;
- Q is halogen;
- and
- G2 is a primary amine precursor.
7 more elements
A composition comprising Rivaroxaban and at least one of:
- N-methyl-phthalimide, ethanol, methylamine, isopropanol or tetrahydrofuran (THF).
Dependencies are inferred from the claim text.