Adding a certain compound to certain chemical reactions, such as: 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 449758-17-2, Computed Properties of C8H12N2O
l-Tetrahydropyran-2-ylpyrazole (5.85 g, 38.44 mmol) was dissolved in THF (35 mL) and cooled to -35 C. n-Butyl lithium (18.5 mL of 2.5 M in hexanes, 46.25 mmol) was added dropwise and the solution was stirred for an additional 1 h at -35 C. Chloro(trimethyl) silane (5.4 mL, 42.55 mmol) was added dropwise and the reaction was allowed to warm to room temperature and stir for 3 h. At this point, 100 mL of a saturated ammonium chloride solution was added and the mixture was extracted with ether. The organics were separated, washed with brine, dried over magnesium sulfate and evaporated. The crude material was purified by silica gel chromatography eluting with 0- 50% ethyl acetate in hexanes to give trimethyl-(2-tetrahydropyran-2-ylpyrazol-3- yl)silane (6.88 g, 80%) as a clear oil. 1H NMR (400 MHz, DMSO-d6) d 7.47 (d, J = 1.6 Hz, 1H), 6.42 (d, J = 1.7 Hz, 1H), 5.30 (dd, J = 9.4, 2.3 Hz, 1H), 3.92 – 3.84 (m, 1H), 3.65 – 3.55 (m, 1H), 2.31 – 2.19 (m, 1H), 2.01 – 1.88 (m, 2H), 1.76 – 1.62 (m, 1H), 1.57 – 1.48 (m, 2H), 0.29 (s, 9H). ESI-MS m/z calc. 224.13449, found 225.3 (M+l)+; Retention time: 0.66 minutes (LC method D).
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Reference:
Patent; ABELA, Alexander Russell; CLEMENS, Jeremy J.; GROOTENHUIS, Peter Diederik Jan; HADIDA RUAH, Sara Sabina; ISHIHARA, Yoshihiro; KHATUYA, Haripada; MCCARTNEY, Jason; MILLER, Mark Thomas; PIERRE, Fabrice Jean Denis; TRAN, Joe Anh; ZHOU, Jinglan; (227 pag.)WO2019/195739; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics