Electric Literature of 21857-45-4, 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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.
General procedure: 4-chloro-2-subsituted quinazoline (1.0 mmol), 5-methoxyindoline or 6-substituted-1,2,3,4-tetrahydroquinoline or 7-methoxy-2,3,4,5-tetrahydro-1H-benzo[b or c]azepine (1.2 mmol) and sodium bicarbonate (3.0 mmol) were added to anhydrous ethanol (5 ml), reacted at room temperature or under refluxing condition for 1-10 h. After the end of reaction, the reactants were poured into ice-water, adjusted pH with 2N hydrochloric acid to 3, extracted with ethyl acetate, dried with anhydrous sodium sulfate. The solvent was removed under vacuum, and the resultant crude product was separated by silica gel column chromatography (eluent: ethyl acetate and petroleum ether for gradient elution, ethyl acetate 5%-80%).; Compound 8 was obtained after reaction at room temperature for 1 h, which was yellow solid, 242 mg, yield 77%, melting point 116-117C. 1H NMR (CDCl3): 6 ppm 2.70 (3H, s, CH3), 3.19 (2H, t, J = 8.0 Hz, 3′-CH2), 3.81 (3H, s, OCH3), 4.45 (2H, t, J = 8.0 Hz, 2′-CH2), 6.69 (1 H, dd, J = 8.8 Hz and 2.4 Hz, ArH-6′), 6.86 (1 H, d, J = 2.4 Hz, ArH-4′), 7.37 (2H, m, ArH-7′ and ArH-6), 7.73 (1 H, t, J = 7.6 Hz, ArH-7), 7.84 (1 H, d, J = 8.4 Hz, ArH-5), 8.03 (1 H, d, J = 8.4 Hz, ArH-8). MS m/z (%) 292 (M+H+, 100).
The synthetic route of 5-Methoxyindoline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Institute Of Pharmacology And Toxicology Academy Of Militaty Medical Sciences P.L.A.; XIE, Lan; WANG, Xiaofeng; LEE, Kuo-Hsiung; EP2857393; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem