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US 9,309,204 B2Granted
Process for making hydroxylated cyclopentylpyrimidine compounds
AssigneesArray BioPharma Inc., Genentech, Inc.
InventorsJonathan W. Lane, Travis Remarchuk, Sagar Shakya, Keith L. Spencer, Peter J. Stengel
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Abstract
The invention provides new processes for making and purifying hydroxylated cyclopenta[d]pyrimidine compounds, which are useful for the treatment of diseases such as cancer as AKT protein kinase inhibitors, including the compound (S)-2-(4-chlorophenyl)-1-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-(isopropylamino)propan-1-one.
Claims16
A process, comprising, contacting a compound of formula IV, or a salt thereof:
- wherein
- R1 is hydrogen or an amino protecting group;
- R2 is hydrogen or optionally substituted C1-C12 alkyl;
- and
- R3 is halogen,
- with carbon monoxide, a carbonylation catalyst and an alcohol of formula R4OH to form a compound of formula III, or a salt thereof:
- wherein
- R4 is C1-C6 alkyl.
5 more elements
Dependencies are inferred from the claim text.