Omeprazole Impurity 15 synthesis

8synthesis methods

Product Name:Omeprazole Impurity 15
CAS Number:73590-87-1
Molecular formula:C16H17N3OS
Molecular Weight:299.39

86604-75-3 Synthesis

2-Chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride

86604-75-3
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Yield:73590-87-1 89.5%

Reaction Conditions:

with sodium hydroxide in ethanol at 68; for 4 h;

Steps:

1.A Step A: Preparation of 2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]thio}-1H-benzimidazole

2-Chloromethyl-3,5-dimethyl-4-methoxypyridine hydrochloride (0.42 g, 1.88 mmol) was placed in a 125 mL eggplant-shaped bottle.Add 20ml of ethanol to dissolve it.Additional 1H-benzimidazole-2-thiophenol (0.28 g, 1.88 mmol) and 4 mL NaOH (80 g/L) were added and refluxed at 68 ° C for 4 h.TLC monitored the reaction completely.Naturally cooled to room temperature, a white solid precipitated.Recrystallization of ethyl acetate and petroleum ether (2:1) gave 0.50 g of white needle crystals.The yield was 89.5%.

References:

CN110156752,2019,A Location in patent:Paragraph 0052-0054