Processes for preparing (r)-1-(5-chloro-[1,1'-biphenyl]-2-yl)-2,2,2-trifluoroethanol and 1-(5- chloro-[1,1'-biphenyl]-2-yl)-2,2,2-trifluoroethanone
AssigneeRoivant Sciences GmbH
InventorsStéphane De Lombaert, Daniel R. Goldberg
Life of this patent
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Abstract
The present invention relates to processes for the preparation of (R)-1-(5-chloro-[1,1′-biphenyl]-2-yl)-2,2,2-trifluoroethanol, 1-(5-chloro-[1,1′-biphenyl]-2-yl)-2,2,2-trifluoroethanone, and intermediates thereof, which are useful in the preparation of inhibitors of TPH1 for the treatment of, for example, gastrointestinal, cardiovascular, pulmonary, inflammatory, metabolic, low bone mass diseases, serotonin syndrome, and cancer.
Claims63
A process for preparing a compound of Formula A:
- comprising reacting a compound of Formula 1-4:
- wherein X is I,
- with phenylboronic acid to produce the compound of Formula A.
A process of preparing a compound of Formula A:
- comprising reducing a compound of Formula B:
- in the presence of a chiral catalyst.
44-52. (canceled)
A process for preparing a compound of Formula 1-3:
- wherein X is selected from Br and I,
- comprising combining a compound of Formula 1-2:
- with trifluoromethyltrimethylsilane.
A process for preparing a compound of Formula 1-2:
- wherein X is selected from Br and I,
- comprising coupling a compound of Formula 1-1:
- with N,O-dimethylhydroxylamine hydrochloride.
A compound which is a compound of Formula B:
Dependencies are inferred from the claim text.