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US 12,735,390 B2Granted
Pyrylium method of preparing pyrimidine cyclohexyl glucocorticoid receptor modulators
AssigneeCorcept Therapeutics, Inc.
InventorsHazel Joan Hunt, Gary Patrick Reid, Jeffrey Mark Dener, Aaron Dumas, Stephen Hyde, Conor Marrett-Munro, Shaun Stairs, Christopher Wise
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Abstract
The present invention provides methods of preparing pyrimidine cyclohexyl glucocorticoid receptor modulators, methods of preparing intermediates of pyrimidine cyclohexyl glucocorticoid receptor modulators, and pyridinium compounds.
Claims19
A method of preparing a compound of Formula I:
- the method comprising:
- (a) forming a first reaction mixture comprising a first solvent, a strong acid, and a compound of Formula VII:
- under conditions suitable to prepare the compound of Formula I,
- wherein counterion X− is tetrafluoroborate, chloride, bromide, tetrachloroferrate, pentachlorostannate, hexafluorophosphate, butyltriphenylborate, or tetrakis(4-methoxyphenyl)borate.
1 more element
A method of preparing a compound of Formula VII:
- comprising
- (b) forming a second reaction mixture comprising a pyrylium salt:
- a second solvent and a compound of Formula II, or a hydrate thereof:
- under conditions suitable to prepare the compound of Formula VII, wherein counterion X− is BF4−.
1 more element
A compound of Formula VII:
- wherein counterion X− is tetrafluoroborate, chloride, bromide, tetrachloroferrate, pentachlorostannate, hexafluorophosphate, butyltriphenylborate, or tetrakis(4-methoxyphenyl)borate.
Dependencies are inferred from the claim text.