As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 423165-07-5 name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 423165-07-5
To a stirred solution of 1-benzyl 3-((3aR,5aR,5bR,7aR,9S,l laR,l lbR,13aS)-3a- isocyanato-l-isopropyl-5a,5b,8,8,l la-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,l l,l la, 1 lb, 12,13, 13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) (lR,3S)-2,2-dimethylcyclo butane- 1,3 -die arboxylate (Intermediate-2, 1.0 g, 1.40 mmol, 1.0 eq) in THF (15 ml) was added DIPEA (0.722 g, 5.6 mmol, 4.0 eq) and (lR,3S,5S)-3-(3-isopropyl-5-methyl-4H-l,2,4- triazol-4-yl)-8-azabicyclo[3.2.1]octane (0.655 g, 2.8 mmol, 2.0 eq). The reaction mixture was stirred at room temperature for about 16 hours. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (50 ml) and extracted with EtOAc (3×50 ml). The combined organic extracts were dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silicagel column chromatography by using 5% methanol in DCM as an eluent to obtain the desired product (0.65 g, 49% yield) as a white solid. 1H NMR (300 MHz, DMSO-d6): delta ppm 7.36 (m, 5H), 6.49 (s, 1H), 5.12, 5.06 (ABq, 2H), 4.48-4.30 (m, 4H), 3.20-3.08 (m, 4H), 3.0-2.80 (m, 3H), 2.34 (s, 3H), 2.22-2.03 (m, 4H), 2.02-1.73 (m, 11H), 1.70-1.33 (m, 10H), 1.32-1.20 (m, 10H), 1.20-1.12 (m, 6H), 1.07-0.98 (m, 6H), 0.91 (s, 3H), 0.88-0.78 (m, 11H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, and friends who are interested can also refer to it.
Reference:
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; KASIREDDY, Bhaskar Reddy; (84 pag.)WO2017/64628; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics