2-{[4-(3-methoxylpropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole Sodium Salt Acetone → (S)-Rabeprazole sodium

HRID 567792Notes

Reaction equation

HRID 567792 reaction equation
CC(C)=O.[Na:5].[CH3:6][O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][S:19]([C:21]2[NH:25][C:24]3[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=3[N:22]=2)=[O:20])[C:13]=1[CH3:30]>O>[Na:5].[CH3:6][O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([CH2:18][S:19]([C:21]2[NH:22][C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[N:25]=2)=[O:20])[C:13]=1[CH3:30]

Participants

3

Reactant 1

HCID 1317222862-{[4-(3-methoxylpropoxy)-3-methylpyridin-2-yl]methylsulfinyl}-1H-benzimidazole Sodium Salt Acetone

Product 1

HCID 9821387(S)-Rabeprazole sodiumYield 101.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After the acetone complex (10.0 g) obtained in Example 7 was dissolved in distilled water (20 ml), it was frozen in a dry ice/methanol bath. It was then lyophilized for 48 hours to give the amorphous title compound (8.8 g) (yield: quantitative).

Workup

  1. temperatureit was frozen in a dry ice/methanol bath

Sources & evidence

ORD record
ord-0d2c12348acd42ba8f9e9b4970f77f60
Source dataset
uspto-grants-2001_01
Patent number
US06180652B2

Reaction notes

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