US 12,459,907 B2
Process for the production of ozanimod
Marta Porcs-Makkay, Budapest (HU); Gyula Simig, Budapest (HU); Eniko Molnar, Erd (HU); Janos Petho, Budapest (HU); Balazs Volk, Budapest (HU); Laszlo Szlavik, Budapest (HU); Eva Szabo, Budapest (HU); and Judit Halasz, Budapest (HU)
Assigned to EGIS GYOGYSZERGYAR ZRT., Budapest (HU)
Appl. No. 16/615,468
Filed by EGIS GYOGYSZERGYAR ZRT., Budapest (HU)
PCT Filed May 18, 2018, PCT No. PCT/HU2018/050019
§ 371(c)(1), (2) Date Nov. 21, 2019,
PCT Pub. No. WO2018/215807, PCT Pub. Date Nov. 29, 2018.
Claims priority of application No. P1700216 (HU), filed on May 22, 2017.
Prior Publication US 2020/0087269 A1, Mar. 19, 2020
Int. Cl. C07D 271/06 (2006.01)
CPC C07D 271/06 (2013.01) [C07B 2200/13 (2013.01)] 25 Claims
 
1. A process for preparing a compound of formula (I) or an acid addition salt of said compound of formula (I)

OG Complex Work Unit Chemistry
comprising
removing a protective group or protective groups in an organic solvent and an acidic medium
from
a) a compound of formula (IV)

OG Complex Work Unit Chemistry
in which R represents a protective group selected from the group consisting of substituted methyl ether groups, tetrahydropyranyl groups, substituted ethyl ether groups and silyl ether groups serving as temporary protection of the hydroxyl group on the compound of formula (I), wherein the oxygen residue of the hydroxyl group together with a silyl group forms the silyl ether group,
or
b) a compound of formula (V)

OG Complex Work Unit Chemistry
or
c) a mixture of the compound of formula (IV) and the compound of formula (V), and
optionally transforming the compound of formula (I) into an acid addition salt.