Sodium Hydroxide → Ibandronate Sodium Anhydrous

HRID 229913Notes

Reaction equation

HRID 229913 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]>C(O)C>[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 112.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of amorphous ibandronic acid (5 g) in aqueous ethanol 96% (70 ml) was stirred at reflux temperature. Solid sodium hydroxide (0.63 g) was added. The obtained precipitate was cooled to room temperature and stirred for an additional 20 hours. The precipitate was isolated by vacuum filtration, washed with aqueous ethanol 96% (2×10 ml) and dried in a vacuum oven at 50° C. for 24 hours to obtain 6.0 g of ibandronate sodium crystal form Q6. Form Q6 can exhibit a weight loss of about 9% to about 10% in TGA.

Workup

  1. temperatureat reflux temperature
  2. customThe precipitate was isolated by vacuum filtration
  3. washwashed with aqueous ethanol 96% (2×10 ml)
  4. customdried in a vacuum oven at 50° C. for 24 hours

Sources & evidence

ORD record
ord-3249a71099aa4d35a98409be4070b75a
Source dataset
uspto-grants-2009_07
Patent number
US07563918B2

Reaction notes

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