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US 12,606,524 B2Granted
Synthesis of pyrrole acid derivatives
AssigneeINFEX Therapeutics Limited
InventorsAndrew Wilkinson, Ian Cooper, David Orr, Jonathan Finlayson, Adam Bunt, James Kirkham, David Lyth, Kevin Blades
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Abstract
This invention relates to the synthesis of compounds that can be used to treat bacterial infections in combination with other antibacterial agents, and more specifically in combination with a class of antibacterial agents known as carbapenems. The compounds resulting from the novel methods of the present invention are enzyme inhibitors and more particularly are metallo-β-lactamase inhibitors.
Claims3
A method of forming a compound of formula (IV) or a pharmaceutically acceptable salt thereof, the method comprising
- (a) reacting the compound of formula (I) with the compound of formula (II) in the presence of Pd/C to form the compound of formula (III):
- and
- (b) forming a compound of formula (IV) or a pharmaceutically acceptable salt thereof from the compound of formula (III):
- wherein
- X is independently selected from Cl, Br, I, N2+ or OSO2CF3;
- R1 is independently selected from H or C1-4 alkyl;
- R2 is a protecting group;
- R3 is independently selected from —CH2-aryl or tert-butyl;
- each R4 is independently at each occurrence a C1-4 alkyl;
- R8a is BF3K or B(OR9a)2;
- wherein either R9a is at each occurrence H or C1-4 alkyl;
- or the two R9a substituents together form (CRaRb)n;
- or the two R9a substituents together form —C(O)—(CRaRb)—N(Rc)—(CRaRb)—C(O)—;
- Ra, Rb and Rc are independently selected at each occurrence from H and C1-4 alkyl;
- n is 2 or 3;
- and
- A is independently selected from H or a cation.
14 more elements
Dependencies are inferred from the claim text.