Patent ID: 11919863
Assignee: BRISTOL-MYERS SQUIBB COMPANY
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 0:
1. A method for preparing Compound 1, or a stereoisomer thereof,, , comprising:
contacting a compound of formula II, or a stereoisomer thereof:, , wherein R1 is C1-6alkyl, aryl, or C1-6haloalkyl, with a mixture of a C1-6alkoxide salt and a di-C1-6alkyl-malonate, in a suitable organic solvent, for a time and at a temperature sufficient to displace the sulfonate moiety and to produce a compound of formula III, or a stereoisomer thereof:, , and
contacting the compound of formula III, or a stereoisomer thereof, with a suitable organic acid, in a suitable aqueous organic solvent, for a time and at a temperature sufficient for hydrolysis and decarboxylation and to produce a compound of formula I, or a stereoisomer thereof, converting the compound of formula I, or a stereoisomer thereof,
to a Compound 2, or a stereoisomer thereof:, , wherein R is phenyl or benzyl; and
converting the Compound 2, or a stereoisomer thereof, to a Compound 3, or a stereoisomer thereof, , and
converting the Compound 3, or a stereoisomer thereof, to a Compound 4, or a stereoisomer thereof and, , and, converting the Compound 4, or a stereoisomer thereof, to the Compound 1, or a stereoisomer thereof; and
optionally preparing a pharmaceutically acceptable salt or co-crystal of the Compound 1.