Sodium Hydroxide → Ibandronate Sodium Anhydrous

HRID 229925Notes

Reaction equation

HRID 229925 reaction equation
[OH-].[Na+:2].[CH3:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH2:10][CH2:11][C:12]([P:18]([OH:21])([OH:20])=[O:19])([P:14]([OH:17])([OH:16])=[O:15])[OH:13])[CH3:9]>O.CC(O)C>[CH3:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH2:10][CH2:11][C:12]([P:18]([O-:21])([OH:20])=[O:19])([P:14]([OH:17])([OH:16])=[O:15])[OH:13])[CH3:9].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 60852Ibandronate

Product 1

HCID 23670359Ibandronate Sodium AnhydrousYield 110.4%

Reagents, catalysts & solvents 1

HCID 21889133Propan-2-ol--water (1/1)Solvent2×

Procedure

A solution of sodium hydroxide (0.63 g) in water:IPA (80:20 v/v, 38 ml) was added dropwise to a solution of amorphous ibandronic acid (5 g) in water:IPA (80:20 v/v, 212 ml) at reflux temperature. The reaction mixture was heated at reflux temperature for an additional 45 minutes. Then the reaction mixture was cooled to room temperature. The clear solution was evaporated until dry to give 5.9 g of amorphous ibandronate sodium.

Workup

  1. temperatureat reflux temperature
  2. temperatureThe reaction mixture was heated
  3. temperatureat reflux temperature for an additional 45 minutes
  4. customThe clear solution was evaporated
  5. customuntil dry

Sources & evidence

ORD record
ord-69110b84e5e940a2bc10f0d8fb30a86e
Source dataset
uspto-grants-2009_07
Patent number
US07563918B2

Reaction notes

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