Application of 916766-83-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
To a vial containing pinacol ester (200 mg, 0.645 mmol, 1 eq), 3-[4- (chloromethyl)phenyl]-l-methyl-pyrazole (200 mg, 0.97 mmol, 1.5 eq), cesium carbonate (315 mg, 0.97 mmol, 1.5 eq) and Pd(dppf)Cl2 DCM (71 mg, 0.097 mmol, 0.15 eq) were added. The vial was sealed and evacuated under vacuum and purged with N2. THF/H2O solution (5: 1, 5.2 mL total, degassed) was then added via syringe and the resulting solution was stirred at 90 C for 16 h, after which time the reaction mixture was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure, and crude residue was purified by reverse phase HPLC then by normal phase column chromatography (0-70% EtOAc in hexanes to 70-80% EtOAc/DCM) to give the title compound as an off white powder (72 mg, 32%). NMR (400 MHz, CDCI3) d 8.18 (d, J= 2.5 Hz, 1H), 7.78 (d, J= 8.2 Hz, 2H), 7.76 (d, j= 1.3 Hz, 1H), 7.39 (d, j= 2.2 Hz, 1H), 7.36 (s, 1H), 7.15 (d, j= 8.2 Hz, 2H), 6.53 (d, J = 2.3 Hz, 1H), 6.47 (dd, 7= 2.4, 1.9 Hz, 1H), 4.11 (s, 2H), 3.96 (s, 3H), 2.54 (s, 3H). ES-MS [M+H]+ = 355.4
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P. Jeffrey; ENGERS, Darren W.; ENGERS, Julie L.; BENDER, Aaron M.; LONG, Madeline; (120 pag.)WO2019/241467; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics