Water → 827573-11-5

HRID 730618Notes

Reaction equation

HRID 730618 reaction equation
[CH:1]1[N:5]=[CH:4][N:3]([CH2:6][C:7]([P:13]([OH:16])([OH:15])=[O:14])([P:9]([OH:12])([OH:11])=[O:10])[OH:8])[CH:2]=1.CN(C=O)C.[OH-].[Na+:23].O>CO>[CH:1]1[N:5]=[CH:4][N:3]([CH2:6][C:7]([P:9]([O-:12])([O-:11])=[O:10])([P:13]([O-:15])([OH:16])=[O:14])[OH:8])[CH:2]=1.[Na+:23].[Na+:23].[Na+:23]

Participants

6

Reactant 4

HCID 962Water2×HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 68740Zoledronic Acid

Product 1

HCID 70695671827573-11-5Yield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 250 ml flask was loaded with Zoledronic acid form XII (5.0 g), Sodium hydroxide (1.4 g), Methanol (50 ml) and water (2.5 ml) [=5% v/v water in Methanol]. The reaction mixture was heated to reflux temperature for 22 hours. Then the reaction mixture was cooled to room temperature. Further cooling was performed using an ice-bath. The precipitate was then filtered, washed with Methanol (2×50 ml) and dried in a vacuum oven at 50° C. for 24 hours to give 5.4 g (84%) of Zoledronate trisodium crystal form XI in a mixture with crystal form IX (LOD by TGA=10.5%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux temperature for 22 hours
  3. temperatureFurther cooling
  4. filtrationThe precipitate was then filtered
  5. washwashed with Methanol (2×50 ml)
  6. customdried in a vacuum oven at 50° C. for 24 hours

Sources & evidence

ORD record
ord-b6628ba4c7bd4220a7fb8849719659f4
Source dataset
uspto-grants-2009_09
Patent number
US07582768B2

Reaction notes

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