white to light yellow crystal powde
3-Amino-5-methylpyrazole was employed as beta-sheet template to investigate its interaction with ferrocenoyl-dipeptides. It was also used in the synthesis of 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones.
3-Amino-5-methyl-1H-pyrazole was employed as beta-sheet template to investigate its interaction with ferrocenoyl-dipeptides. It is also used in the synthesis of 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones. It can react with 4-Ethoxymethylene-2-phenyl-4H-oxazol-5-one to get N-(2-Methyl-7-oxo-4,7-dihydro-pyrazolo[1,5-a]pyrimidin-6-yl)-benzamide.
ChEBI: 5-Methyl-3-pyrazolamine is a heterocyclic compound and a dicarboximide.
Complexation of the amino- and carboxyl-protected tripeptide with 3-amino-5-methylpyrazole was studied by low-temperature NMR experiments in a freonic solvent.
General procedure for the synthesis of 3-amino-5-methyl-1H-pyrazole from 3-aminobut-2-enenenitrile: 10 g of 3-aminobut-2-enenitrile and 5 L of ethanol were added to a 10 L reaction flask and stirred until completely dissolved. Subsequently, 2500 g of 80% hydrazine hydrate was added. After stirring at room temperature for 10-20 minutes, the reaction was slowly heated to reflux, keeping the reaction temperature between 85-95 °C. Note: A large amount of gas is generated during the reaction. When the reaction has been carried out for 1.5-2.5 hours, confirm the complete reaction of the feedstock by TLC monitoring. Upon completion of the reaction, the reaction solution is concentrated under reduced pressure at 50-60°C to 20-30% of the original volume. Finally, a light yellow liquid (converted to a light yellow solid after cooling) was obtained by oil pump distillation in a yield of 2230 g with 94.2% yield. The purity of 3-amino-5-methyl-1H-pyrazole was higher than 98% and the content of single impurity was lower than 0.5% by GC and HPLC analysis.
[1] Patent: CN108341782, 2018, A. Location in patent: Paragraph 0018; 0019; 0021; 0022
[2] Patent: CN104844567, 2017, B. Location in patent: Paragraph 0031; 0034; 0039; 0044
