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US 12,441,745 B2Granted
Processes and compounds
AssigneeRadius Pharmaceuticals, Inc.
InventorMichael Markey
Life of this patent
Estimating the term…
Abstract
Useful processes of preparation and intermediates useful for the preparation of Compound 1, a selective estrogen receptor alpha (ERα) modulator/degrader (SERM/SERD), having utility for the treatment of ER+ cancers including breast cancer are described.
Claims16
A process of preparing a compound of formula (VIII)
- comprising the reduction of a compound of formula (VII)
- wherein said compound of formula (VII) is prepared by a reductive amination of a compound of formula (VI)
- in the presence of a compound of formula (f)
- wherein said compound of formula (VI) is prepared by contacting a compound of formula (V)
- with a chiral acid to form an enantiomerically enriched salt, crystallizing the enantiomerically enriched salt, and freeing the compound of formula (VI),
- wherein said compound of formula (V) is prepared by treatment of a compound of formula (IV) with an acid, base, or reducing agent;
- wherein said compound of formula (IV) is prepared by reduction of a compound of formula (III)
- wherein said compound of formula (III) is prepared by the coupling of a compound of formula (I)
- with a compound of formula (II)
- and wherein P1 is H, or a phenol protecting group;
- Rb is H or Et;
- P2 is (C═O)—CH3;
- X is a halogen, transition metal or boron-containing compound;
- and X′ is a halogen, transition metal-containing function or boron-containing function;
- and wherein said X and X′ are suitable for cross-coupling of compound (I) with compound (II).
12 more elements
A process of preparing a compound of formula (VIII):
- comprising the reduction of a compound of formula (VII):
- wherein P1 is H or a phenol protecting group, and wherein the compound of formula (VID) is prepared by the reaction of a compound of formula (f):
- with a compound of formula (VI)
- in the presence of a reducing agent wherein Rb is H or Et.
1 more element
Dependencies are inferred from the claim text.