Sodium Hydroxide → Ibandronate Sodium Anhydrous

HRID 229930Notes

Reaction equation

HRID 229930 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:8][CH2:9][C:10]([P:16]([OH:19])([OH:18])=[O:17])([P:12]([OH:15])([OH:14])=[O:13])[OH:11])[CH3:7].[OH-].[Na+:21]>O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:8][CH2:9][C:10]([P:16]([O-:19])([OH:18])=[O:17])([P:12]([OH:15])([OH:14])=[O:13])[OH:11])[CH3:7].[Na+:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 60852Ibandronate

Product 1

HCID 23670359Ibandronate Sodium AnhydrousYield 95.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of amorphous ibandronic acid (5 g) in water (30 ml) was stirred at room temperature. Aqueous sodium hydroxide (0.63 g NaOH in 20 mL water) was added, and the reaction mixture was stirred at room temperature for an additional 1 hour. The solution was evaporated until dry. Hexanes (100 ml) were added to the residue and stirred for 16 hours at room temperature. The precipitate was isolated by vacuum filtration, washed with hexanes (1×50 ml), and dried in a vacuum oven at 50° C. for 45 hours to obtain 5.1 g of amorphous ibandronate sodium.

Workup

  1. customThe solution was evaporated
  2. customuntil dry
  3. additionHexanes (100 ml) were added to the residue
  4. stirringstirred for 16 hours at room temperature
  5. customThe precipitate was isolated by vacuum filtration
  6. washwashed with hexanes (1×50 ml)
  7. customdried in a vacuum oven at 50° C. for 45 hours

Sources & evidence

ORD record
ord-dd7428425b944ebe9a30840af30aebf6
Source dataset
uspto-grants-2009_07
Patent number
US07563918B2

Reaction notes

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