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ChemicalBook CAS DataBase List Esomeprazole

Esomeprazole synthesis

3synthesis methods
-

Yield:119141-88-7 99.2%

Reaction Conditions:

Stage #1: 5-methoxy-2-{[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methyl]thio}-1H-benzimidazolewith titanium isopropoxide;diethyl (2S,3S)-tartrate in lithium hydroxide monohydrate;toluene at 65 - 70; for 0.833333 h;
Stage #2: with Cumene hydroperoxide;N-ethyl-N,N-diisopropylamine in lithium hydroxide monohydrate;toluene at 2 - 5;

Steps:

2

To the 1000 mL three-necked round bottom flask, 50 mL of ufiprazole and 250 mL of toluene were added and heated in an oil bath at 65-70 ° C,After clarification of the solution, use a pipette to the reaction solution2 mL of the catalyst D-tartrate was added in turn, tetraisopropyl titanate 2.3mL and high purity water 0.5mL, stirring 50min, cold bath, cooling to 2-5 drop N, N-diisopropylethylamine 1.3mL,Slowly dripping Hydrogen peroxide cumene 27mL, reaction 24h, TLC detection reaction is complete, adding sodium hydroxide 18g and pure water 300mL stirring2.0h, the filtrate was washed three times with toluene 300mL, separated, the aqueous phase was collected, and the pH of the solution was adjusted to 7-8 with acetic acid. Dichloromethane 300mL * 3 extraction, combined organic phase into the 2500mL single-mouth bottle,The dichloromethane was removed under reduced pressure,dry,To obtain the flocculent flocculent yellowish solid esomeprazole 52g,Yield 99.2%.

References:

CN106632256,2017,A Location in patent:Paragraph 0008

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