Reference of 49633-25-2, These common heterocyclic compound, 49633-25-2, name is 3-Isopropylpyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step 1: Preparation of 4-chloro-2-(3-isopropyl-1H-pyrazol-1-yl)-7-methoxyquinoline To a solution of 2,4-dichloro-7-methoxyisoquinolin (0.54 g, 2.36 mmol) in DMF (5 ml) was added Cs2CO3 (1.54 g, 4.74 mmol) followed by 3-isopropyl-1H-pyrazole (0.78 g, 7.10 mmol). The reaction mixture was heated to 80 C. for 18 h. The reaction mass was concentrated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and then concentrated under reduced pressure to get crude compound. The crude compound was silica gel chromatography to get desired compound (0.1 g, 14%) as white solid. 1H NMR (400 MHz, CDCl3): delta ppm 8.60 (d, J=2.51 Hz, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 7.26 (s, 2H) 7.16-7.22 (m, 1H) 6.35 (d, J=2.51 Hz, 1H) 3.97-3.99 (m, 4H) 3.10 (quin, J=7.03 Hz, 1H) 1.36 (s, 4H) 1.34 (s, 3H). MS: MS m/z 302.1 (M++1).
The synthetic route of 49633-25-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Sun, Li-Qiang; Zhao, Qian; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshim, Pulicharla; Gillis, Eric P.; Scola, Paul Michael; US2014/127156; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics