Solid forms of ceftolozane and processes for preparing
US-11542279-B2 · Jan 3, 2023 · US
US10125149B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10125149-B2 |
| Application number | US-201515503907-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 14, 2015 |
| Priority date | Aug 15, 2014 |
| Publication date | Nov 13, 2018 |
| Grant date | Nov 13, 2018 |
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Provided herein is a method for the synthesis of cephalosporin antibiotic compounds comprising a palladium-catalyzed coupling reaction. Provided herein are methods for the synthesis of cephalosporin compounds of formula (I) employing a palladium-catalyzed alkylation reaction, as well as compositions related to the same. In an aspect, provided herein is a method for preparing a compound of formula (II), or a salt thereof, comprising the step of admixing, e.g., reacting, a compound of formula (III), or a salt thereof, with a nucleophile (Nuc) in the presence of reagents comprising: (a) a palladium source; and (b) a palladium-binding ligand, to form a compound of formula (II), or a salt thereof.
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What is claimed is: 1. A composition comprising a compound of formula (Va): and from about 0.01 ppm to about 5 ppm palladium, wherein A ⊖ is a pharmaceutically acceptable anion selected from chloride, bromide, iodide, sulfate, bisulfate, toluenesulfonate, methanesulfonate, edisylate, maleate, phosphate, ketoglutarate, acetate, trifluoroacetate, and trifluoromethanesulfonate. 2. The composition of claim 1 , which comprises from about 0.01 ppm to about 3 ppm palladium. 3. The composition of claim 1 , which comprises from about 0.01 ppm to about 2 ppm palladium. 4. The composition of claim 1 , which comprises from about 0.01 ppm to about 1 ppm palladium. 5. The composition of claim 1 , wherein A ⊖ is chloride. 6. The composition of claim 1 , wherein A ⊖ is bisulfate. 7. The composition of claim 1 , wherein A ⊖ is acetate. 8. The composition of claim 1 , wherein A ⊖ is trifluoroacetate. 9. A composition comprising a compound of formula (VII): and from about 0.01 ppm to about 5 ppm palladium. 10. The composition of claim 9 , which comprises from about 0.01 ppm to about 3 ppm palladium. 11. The composition of claim 9 , which comprises from about 0.01 ppm to about 2 ppm palladium. 12. The composition of claim 9 , which comprises from about 0.01 ppm to about 1 ppm palladium. 13. A composition comprising a compound of formula (VII): and from about 0.01 ppm to about 1 ppm palladium.
with the 7-amino radical acylated by carboxylic acids containing hetero rings · CPC title
from compounds already containing the ring or condensed ring systems, e.g. by dehydrogenation of the ring, by introduction, elimination or modification of substituents · CPC title
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