The preparation method of 2-(4-methylthiazol-5-yl) ethyl nitrate hydrochloride

A technology of methylthiazole and hydrochloride, applied in the field of compound preparation, can solve the problems of increased production difficulty and cost, small preparation amount, poor economy and the like, and achieves the advantages of avoiding column chromatography separation and purification, mild reaction conditions, and avoiding explosion risks. Effect
CN108239040BActive Publication Date: 2021-12-07INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI +1
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI
Publication Date
2021-12-07

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Abstract

The invention provides a kind of preparation method of 2-(4-methylthiazol-5-yl) ethyl nitrate hydrochloride, which is characterized in that it comprises the following steps: (1) using 4-methyl-5-(2-hydroxy Ethyl) thiazole is that starting material obtains nitrate 2-(4-methylthiazole-5-yl) ethyl ester through nitration reaction; (2) nitrate 2-(4-methylthiazole-5-yl) ethyl ester in solvent React with hydrochloric acid to make nitrate 2-(4-methylthiazole-5-yl) ethyl ester hydrochloride crude product; (3) to nitrate 2-(4-methylthiazole-5-yl) ethyl ester hydrochloride The crude product was recrystallized to obtain a qualified product. The method has the advantages of simple operation, mild reaction conditions, high yield and good product purity, and is suitable for large-scale industrial production.
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Description

technical field

[0001] The invention relates to the technical field of compound preparation, in particular to a preparation method of 2-(4-methylthiazol-5-yl)ethyl nitrate hydrochloride. Background technique

[0002] The compound 2-(4-methylthiazol-5-yl)ethyl nitrate hydrochloride is recorded in the literature Journal of Alzheimer's Disease 2004, 6, S75-S84; Current Alzheimer Research, 2006, 3, 237-245; Neuropsychopharmacology, 2007, 32,505–513; Pharmacology, Biochemistry and Behavior 2009, 91,495–502; ACS Medicinal Chemistry Letter, 2011, 2,656–661; US20090252704; WO2014013338. The compound is code-named GT-1061 in the literature and has the molecular formula C 6 h 9 ClN 2 o 3 S, the molecular weight is 224.66, and the structural formula is as follows. Literature reports show that 2-(4-methylthiazol-5-yl)ethyl nitrate hydrochloride has anti-senile dementia (AD) effect.

[0003]

[0004] GT-1061 documents WO2000054756, WO2001049275, WO2005105065, US6310052, Pharmace...

Claims

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