Chemical research careers are more diverse than they might first appear, as there are many different reasons to conduct research and many possible environments. Synthetic Route of 169037-23-4
General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(o-tolyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(o-methylphenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5g): Melting point 229-231 C; white solid, 89%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 4.96 (d, J = 14.5 Hz, 1H), 4.53-4.62 (m, 1H), 4.21 (d, J = 10.0 Hz, 1H), 3.64 (d, J = 14.00 Hz, 1H), 3.59 (d, J = 15.00 Hz, 1H), 3.37-3.42 (dd, J = 15 Hz, 1H), 2.98-3.02 (dd, J = 14.5 Hz,1H), 2.66-2.71 (m, 1H), 2.48 (d, J = 14.0 Hz, 1H), 2.33 (s, 3H), 2.31 (s, 3H), 6.49-6.58 (m, 2H), 6.99-7.39 (m, 21H, Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 21.1, 21.5, 39.5, 47.4, 52.8, 52.9, 61.1, 66.9, 70.8, 100.7,109.6, 119.6, 120.9, 121.5, 122.4, 123.9, 124.2, 126.4, 128.4, 128.5, 129.1, 129.3, 129.35, 130.4, 131.6, 133.7, 135.2, 135.8, 136.2, 136.8, 138.2, 138.4, 138.7, 139.6, 139.8. 140.0, 144.3, 179.9, 197.1. EI-MS: m/z 739 (M+). Anal. Calcd for C46H40F3N3O3: C, 74.68; H, 5.45; N, 5.68. Found: C, 74.78; H, 5.51; N, 5.81.
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Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem