In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3273-44-7 as follows. Safety of 5-Methyl-1H-pyrazole-3-carbaldehyde
Example 1 Preparation of 5-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]aminomethylpyrazole [Compound 1]; 4-phenylpiperazin-1-ylethylamine (50 mg, 0.208 mmol) and 5-methylpyrazole-3-carbaldehyde(25.24 mg, 0.104 mmol) were dissolved in 5 ml of purified CH2Cl2, and then 4 A Molecular sieve (5 beads) was added thereto and was stirred for 12 hours at room temperature. Then, NaBH(OAc)3 (66.28 mg, 0.313 mmol) was added thereto and was stirred for 1 hour at room temperature. The reaction progress and completion were confirmed using TLC (CH2Cl2 : MeOH = 5 : 1). Upon completion of the reaction, water was added to the reaction mixture and the aqueous layer was extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (CH2Cl2 : MeOH = 10 : 1) to obtain the titled compound. Yield: 52.2%. 1H NMR (300 MHz, CDCl3) delta 7.27 (m, 2H), 6.82-6.95 (m, 3H), 6.17 (s, 1H), 4.56 (brs, 1H), 4.01 (s, 2H), 3.17 (t, J = 4.8 Hz, 4H), 3.03 (t, J = 5.8 Hz, 2H), 2.53-2.57 (m, 5H), 2.61 (t, J = 4.8 Hz, 4H).
According to the analysis of related databases, 3273-44-7, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Korea Institute of Science and Technology; EP1757590; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics