Method for the preparation of cinacalcet and intermediates and impurities thereof
AssigneesAmneal Pharmaceuticals, LLC, Megafine Pharma(P) Ltd.
InventorsVijayavitthal Thippannachar Mathad, Navnath Chintaman Niphade, Gorakshanath Balasaheb Shinde, Sharad Subhash Ippar, Shrikant Prataprao Deshmukh, Raghavendra Kumar Panchangam
Life of this patent
Estimating the term…
Abstract
A method for the preparation of Cinacalcet is disclosed comprising treating (R)-1-naphthyl ethylamine with an aromatic aldehyde to form (1R)-1-(2-naphthyl)-N-(aryl methylene)ethanamine derivative of Formula (IV), which is further treated with 1-(3-halopropyl)-3-(trifluoromethyl)benzene of Formula (V) to obtain an iminium salt of Formula (VI), followed by hydrolysis to obtain Cinacalcet free base.
Claims23
A method for the preparation of a compound of Formula (I) or salts thereof,
- the method comprising:
- a. reacting a compound of the Formula (II) and a compound of Formula (III) to form a compound of Formula (IV);
- wherein
- Ar is benzyl-, phenyl- or naphthyl-, which may be mono- or di- or poly substituted with alkyl, aryl, alkoxy, amino, hydroxyl, halogen, and nitro groups;
- b. treating the compound of Formula (IV) obtained from step (a) with a compound of Formula (V) to form a compound of Formula (VI);
- wherein;
- Ar is as described above,
- X is chloro, bromo or iodo;
- and
- c. treating the compound of Formula (VI) with water and/or acid solution to obtain a compound of Formula (I) or salts thereof;
A compound of the Formula (VI),
- wherein,
- Ar is benzyl-, phenyl- or naphthyl-, which may be mono- or di- or poly substituted with alkyl, aryl, alkoxy, amino, hydroxyl, halogen, or nitro group;
- and
- X is chloro, bromo or iodo.
Dependencies are inferred from the claim text.