Aluminum → Avibactam Sodium

HRID 75684Notes

Reaction equation

HRID 75684 reaction equation
CCO/N=C(\C(N[C@@H]1C(=O)N2C(C([O-])=O)=C(SC3SC=C(C4C=C[N+](C)=CC=4)N=3)CS[C@H]12)=O)/C1N=C(NP(O)(O)=O)SN=1.[Na+:44].[O:45]=[C:46]1[N:52]2[CH2:53][C@@H:48]([CH2:49][CH2:50][C@@H:51]2[C:54]([NH-:56])=[O:55])[N:47]1[O:57][S:58]([OH:61])(=[O:60])=[O:59].N[C@H](C(O)=O)CCCNC(=N)N.ClCCCCC=CC(=C)C.[Al]>>[CH2:49]1[C@H:48]2[N:47]([O:57][S:58]([O-:61])(=[O:60])=[O:59])[C:46](=[O:45])[N:52]([CH2:53]2)[C@H:51]([C:54]([NH2:56])=[O:55])[CH2:50]1.[Na+:44]

Participants

6

Reactant 5

HCID 5359268AluminumHCID 9852981Pyridinium, 4-(2-(((6R,7R)-2-carboxy-7-(((2Z)-2-(ethoxyimino)-2-(5-(phosphonoamino)-1,2,4-thiadiazol-3-yl)acetyl)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)thio)-4-thiazolyl)-1-methyl-, inner saltHCID 123522792Chlorobutyl-isopreneHCID 131731870trans-7-Oxo-6-(sulphooxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide sodium saltHCID 178418600HCID 178418600, compound

Product 1

HCID 24944097Avibactam Sodium

Procedure

Ceftaroline fosamil, trans-7-oxo-6-(sulphooxy)-1,6-diazabicyclo[3,2,1]octane-2-carboxamide sodium salt (Form I) and L-Arginine were blended in a twin shell blender (Patterson-Kelly) for times ranging from 15 to 60 minutes. The blend was subsequently weighed into vials and the vials were stoppered (with or without nitrogen), sealed and stored at different conditions to monitor stability. Packaging components used were 20 ml Type I glass vial, Gray chlorobutyl-isoprene stopper and Blue Aluminum tear-off seal.

Workup

  1. customsealed

Sources & evidence

ORD record
ord-8a8361b9bf57490f9f9053e36ae83a81
Source dataset
uspto-grants-2014_09
Patent number
US08835455B2

Reaction notes

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