6959-48-4Relevant articles and documents
Synthesis method of 3-chloromethylpyridine hydrochloride
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Paragraph 0020; 0024; 0025; 0029; 0030; 0034, (2020/05/05)
The invention belongs to the field of organic chemistry, and specifically relates to a synthesis method of 3-chloromethylpyridine hydrochloride. The synthesis method comprises the following steps: (1)taking 3-methylpyridine as a raw material and water as a solvent, oxidizing 3-methylpyridine into 3-picolinic acid by potassium permanganate, wherein the molar ratio of 3-methylpyridine to potassiumpermanganate is 1: (2.1-2.3); maintaining the oxidation temperature in a range of 85-90 DEG C, heating for 30 minutes, adjusting the reaction liquid to be acidic after the reaction is finished, and then cooling and filtering to obtain 3-picolinic acid; (2) generating methyl 3-picolinate from 3-picolinic acid and methanol under an acidic condition, wherein the molar ratio of 3-picolinic acid to methanol is 1: 1.3; (3) reducing methyl 3-picolinate into 3-pyridylcarbinol; and (4) reacting the 3-pyridylcarbinol with thionyl chloride to obtain the target product 3-chloromethylpyridine hydrochloride, wherein the molar ratio of the 3-pyridylcarbinol to the thionyl chloride is 1: (1.1-1.3).
A 3 - chloromethyl pyridine hydrochloride synthetic method
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, (2019/05/28)
The invention belongs to the field of organic chemistry, and in particular relates to a 3 - chloromethyl pyridine hydrochloride synthetic method, comprises the following steps: (1) to 3 - methyl pyridine as raw materials, takes water as a solvent, the potassium permanganate oxide it to 3 - pyridine carboxylic acid, wherein 3 - methyl pyridine with potassium permanganate in a molar ratio of 1: 2.1 - 2.3, the oxidation temperature to maintain the 85 - 90 °C, heating 30 min, the reaction end the reaction liquid is adjusted to be acidic, and then cooling and filtering to obtain 3 - pyridine carboxylic acid; (2) 3 - pyridine carboxylic acid with methanol under acidic conditions to produce the 3 - pyridine carboxylic acid methyl ester, wherein the 3 - pyridine carboxylic acid with methanol in a molar ratio of 1: 1.3; (3) reducing 3 - pyridine carboxylic acid methyl ester as the 3 - pyridine methanol; (4) 3 - pyridine methanol with thionyl chloride reaction to obtain the target product 3 - chloromethyl pyridine hydrochloride, 3 - pyridine methanol with thionyl chloride in a molar ratio of 1: 1.1 - 1.3.
Tetrazolylhydrazides as selective fragment-like inhibitors of the JumonjiC-domain-containing histone demethylase KDM4A
Rüger, Nicole,Roatsch, Martin,Emmrich, Thomas,Franz, Henriette,Schüle, Roland,Jung, Manfred,Link, Andreas
supporting information, p. 1875 - 1883 (2015/11/10)
The JumonjiC-domain-containing histone demethylase 2A (JMJD2A, KDM4A) is a key player in the epigenetic regulation of gene expression. Previous publications have shown that both elevated and lowered enzyme levels are associated with certain types of cancer, and therefore the definite role of KDM4A in oncogenesis remains elusive. To identify a novel molecular starting point with favorable physicochemical properties for the investigation of the physiological role of KDM4A, we screened a number of molecules bearing an iron-chelating moiety by using two independent assays. In this way, we were able to identify 2-(1H-tetrazol-5-yl)acetohydrazide as a novel fragment-like lead structure with low relative molecular mass (Mr=142 Da), low complexity, and an IC50 value of 46.6 μm in a formaldehyde dehydrogenase (FDH)-coupled assay and 2.4 μm in an antibody-based assay. Despite its small size, relative selectivity against two other demethylases could be demonstrated for this compound. This is the first example of a tetrazole group as a warhead in JMJD demethylases. Anchor fragment: To develop non-promiscuous metalloenzyme inhibitors, a metal-complexing acetohydrazide group was integrated in a tetrazolyl fragment, which can be matured into a scaffold to promote further selectivity at the ligand backbone binding site of these emerging drug targets.
