Process for the preparation of rivaroxaban
Disclosed is a process for the preparation of rivaroxaban and purifying rivaroxaban.
1. A process for the preparation of rivaroxaban, a compound of Formula I,
comprising the steps of
a) contacting a compound of Formula II or salt thereof
with an oxidizing agent to form a first reaction mixture;
b) contacting the first reaction mixture with a compound of formula VIII,
to form a second reaction mixture; and
c) isolating a compound of formula I from the second reaction mixture.
2. The process as claimed in claim 1 , wherein the oxidizing agent is selected from the group consisting of tert-butyl hydroperoxide, benzoyl peroxide and cumene hydro peroxide.
3. The process as claimed in claim 2 , wherein the oxidizing agent is tert-butyl hydroperoxide.
4. The process as claimed in claim 1 , wherein the amount of the oxidizing agent is from about 1 mole to about 3 moles per mole of the compound of formula II or salt thereof.
5. The process as claimed in claim 1 , wherein the contacting step (b) is carried out at about 25° C. to about 50° C.
6. The process as claimed in claim 1 , wherein the reaction is carried out at about 5° C. to about 80° C.
7. The process as claimed in claim 1 , wherein rivaroxaban, a compound of Formula I, is free of compound of formula XI
8. The process for purifying rivaroxaban, a compound of Formula I, as prepared in claim 1 , comprising:
a) providing a solution of rivaroxaban in a mixture of an alcohol solvent and a halogenated hydrocarbon solvent or their aqueous mixtures;
b) precipitating the solid from the solution; and
c) isolating the pure rivaroxaban, a compound of Formula I.
9. The process as claimed in claim 8 , wherein the alcoholic solvent is methanol.
10. The process as claimed in claim 8 , wherein the halogenated hydrocarbon solvents dichloromethane.
11. Rivaroxaban, a compound of Formula I,
containing less than about 0.15% w/w as measured by HPLC of the compound of formula XI