Sodium Hydroxide → HCID 178493213, compound

HRID 1786726Notes

Reaction equation

HRID 1786726 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][N:6]=[C:7]([CH2:11][S+:12]([O-:26])[C:13]2[NH:14][C:15]3[CH:16]=[CH:17][C:18]([O:22][CH:23]([F:25])[F:24])=[CH:19][C:20]=3[N:21]=2)[C:8]=1[O:9][CH3:10].[OH-].[Na+:28]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][N:6]=[C:7]([CH2:11][S+:12]([O-:26])[C:13]2[N-:14][C:15]3[CH:16]=[CH:17][C:18]([O:22][CH:23]([F:24])[F:25])=[CH:19][C:20]=3[N:21]=2)[C:8]=1[O:9][CH3:10].[Na+:28]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 178493214Pantoprazole2×

Product 1

HCID 178493213HCID 178493213, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
2 °C

Procedure

A 100 ml round bottomed flask equipped with a magnetic stir bar was charged with acetone (50 ml). Pantoprazole (10 g, 25.7 mmol) was then added to the flask. After the pantoprazole had completely dissolved, the solution was cooled to about 2° C. Forty seven percent sodium hydroxide (aq.) equivalent to 2.4 grams of solid sodium hydroxide (60.0 mmol) was slowly added to the cooled solution. A precipitate began to form immediately. The mixture was stirred for another two hours while the flask was allowed to warm to room temperature. The precipitate was filtered and washed with acetone (20 ml) and dried at 40° C. under vacuum to yield pantoprazole sodium Form 11 (6.9 g, 65%).

Workup

  1. customA 100 ml round bottomed flask equipped with a magnetic stir bar
  2. customto form immediately
  3. temperatureto warm to room temperature
  4. filtrationThe precipitate was filtered
  5. washwashed with acetone (20 ml)
  6. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-acbab0da268a4f189510e34f7728fec5
Source dataset
uspto-grants-2009_03
Patent number
US07507829B2

Reaction notes

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