US 12,275,696 B2
Process for preparing tapinarof
Ian Paul Andrews, King of Prussia, PA (US); Nicholas Calandra, Cambridge, MA (US); Tyler Andrew Davis, Research Triangle Park, NC (US); and Ravinder Reddy Sudini, King of Prussia, PA (US)
Assigned to DERMAVANT SCIENCES GMBH, Basel (CH)
Filed by Dermavant Sciences GmbH, Basel (CH)
Filed on Feb. 3, 2023, as Appl. No. 18/164,309.
Application 18/164,309 is a continuation of application No. 17/174,566, filed on Feb. 12, 2021, granted, now 11,597,692.
Application 17/174,566 is a continuation of application No. 16/849,346, filed on Apr. 15, 2020, granted, now 10,961,175, issued on Mar. 30, 2021.
Application 16/849,346 is a continuation of application No. 16/189,268, filed on Nov. 13, 2018, granted, now 10,647,649, issued on May 12, 2020.
Claims priority of provisional application 62/584,192, filed on Nov. 10, 2017.
Prior Publication US 2023/0174445 A1, Jun. 8, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07C 39/08 (2006.01); A61K 31/05 (2006.01); C07C 37/00 (2006.01); C07C 37/07 (2006.01); C07C 45/54 (2006.01); C07C 45/63 (2006.01); C07C 45/72 (2006.01); C07C 50/24 (2006.01); C07C 51/09 (2006.01); C07C 51/38 (2006.01); C07C 59/353 (2006.01); C07C 67/03 (2006.01); C07C 67/293 (2006.01); C07C 67/343 (2006.01); C07C 69/716 (2006.01)
CPC C07C 39/08 (2013.01) [C07C 37/002 (2013.01); C07C 37/07 (2013.01); C07C 45/54 (2013.01); C07C 45/63 (2013.01); C07C 45/72 (2013.01); C07C 50/24 (2013.01); C07C 51/09 (2013.01); C07C 51/38 (2013.01); C07C 59/353 (2013.01); C07C 67/03 (2013.01); C07C 67/293 (2013.01); C07C 67/343 (2013.01); C07C 69/716 (2013.01); A61K 31/05 (2013.01)] 18 Claims
 
1. A process for the preparation of a compound of Formula (I) or a salt or solvate thereof

OG Complex Work Unit Chemistry
comprising one or more of the process steps (a), (b) and (c) wherein:
(a) comprises (i) reaction of a compound of Formula (III) or a salt thereof

OG Complex Work Unit Chemistry
to form a compound of Formula (II) or a salt thereof

OG Complex Work Unit Chemistry
wherein X is Cl, Br, or I, and thereafter (ii) conversion of the compound of Formula (II) or a salt thereof into the compound of Formula (I) or a salt or solvate thereof;
(b) comprises conversion of a compound of Formula (VI) or a salt thereof

OG Complex Work Unit Chemistry
into a compound of Formula (III) or a salt thereof

OG Complex Work Unit Chemistry
and thereafter conversion of the compound of Formula (III) or a salt thereof into a compound of Formula (I) or a salt or solvate thereof; and
(c) comprises conversion of a compound of Formula (IX) or a salt thereof

OG Complex Work Unit Chemistry
into a compound of Formula (VI) or a salt thereof

OG Complex Work Unit Chemistry
and thereafter conversion of the compound of Formula (VI) or a salt thereof into a compound of Formula (I) or a salt or solvate thereof.