(+-)-2-Butanol → Ibandronate Sodium Anhydrous

HRID 229906Notes

Reaction equation

HRID 229906 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].CC(O)CC.[OH-].[Na+:26]>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+:26]

Participants

5

Reactant 3

HCID 6568(+-)-2-ButanolHCID 14798Sodium HydroxideHCID 60852Ibandronate

Product 1

HCID 23670359Ibandronate Sodium Anhydrous

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of amorphous ibandronic acid (4.5 g) in water (20 ml) and 1 N aqueous sodium hydroxide (14 ml) was stirred at room temperature to obtain a pH of 3.5. The solution was added dropwise into 2-butanol (100 ml) while stirring. The obtained precipitate was stirred at room temperature for 16 hours. The precipitate was isolated by vacuum filtration, washed with 2-butanol (2×20 ml), and dried in a vacuum oven at 50° C. for 24 hours to obtain 4.4 g of ibandronate sodium crystal form Q2.

Workup

  1. customto obtain a pH of 3.5
  2. stirringThe obtained precipitate was stirred at room temperature for 16 hours
  3. customThe precipitate was isolated by vacuum filtration
  4. washwashed with 2-butanol (2×20 ml)
  5. customdried in a vacuum oven at 50° C. for 24 hours

Sources & evidence

ORD record
ord-dab20fba538f45f2bc335921e2e2c170
Source dataset
uspto-grants-2009_07
Patent number
US07563918B2

Reaction notes

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