Sodium Hydroxide → Ibandronate Sodium Anhydrous

HRID 229902

Reaction equation

HRID 229902 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 102.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A slurry of amorphous ibandronic acid (5 g) in ethanol (50 ml) was heated to reflux temperature. Sodium hydroxide (0.63 g, solid) was added, and the reaction mixture was stirred at reflux temperature for an additional 4 hours to obtain a pH of 3.5. Then the reaction mixture was cooled to room temperature. Further cooling was performed using an ice-bath. The white solid was filtered, washed with ethanol (2×25 ml), and dried in a vacuum oven at 50° C. for 20 hours to give 5.5 g of ibandronate sodium crystal form Q.

Workup

  1. temperatureto reflux temperature
  2. temperatureat reflux temperature for an additional 4 hours
  3. customto obtain a pH of 3.5
  4. temperatureFurther cooling
  5. filtrationThe white solid was filtered
  6. washwashed with ethanol (2×25 ml)
  7. customdried in a vacuum oven at 50° C. for 20 hours

Sources & evidence

ORD record
ord-4ee7c6e7224445b38017c457ddaab4c7
Source dataset
uspto-grants-2009_07
Patent number
US07563918B2

Linked notes

Loading…