New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane belongs to triazoles compound, it is a common compound, a new synthetic route 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).
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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