496-41-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-41-3,Benzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.
To a suspension of EDC¡¤HCl (2.99 g, 15.6 mmol, 1.2 equiv.) and NMM (5.72 mL, 52 mmol, 4 equiv.) in N,N-dimethylformamide (40 mL) were added successively HOBt (2.11 g, 15.6 mmol, 1.2 equiv.) and benzofuran-2-carboxylic acid 21 (2.11 g, 13 mmol, 1 equiv.). To this mixture was added a solution of N-tert-butoxycarbonylhomopiperazine 40 (2.60 g, 13 mmol, 1 equiv.) in N,N-dimethylformamide (12 mL). The reaction was allowed to stir at RT for 20 h and then diluted with water (200 mL) and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic fractions were then washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give a viscous oil. Purification by column chromatography on silica gel (50:50 v/v hexanes:EtOAc) afforded the title compound 41 as a light yellow oil (3.89 g, 87%); Rf 0.33 (50:50 v/v hexanes:EtOAc); IR (ZnSe) 2974, 1685 (C=O), 1624, 1412, 1252, 1161, 926, 744, 467; 1H NMR (300 MHz, CDCl3) delta 7.65 (1H, d, J = 7.8 Hz, ArH), 7.51 (1H, d, J = 7.8 Hz, ArH), 7.34 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 7.30 (1H, br s, furan H), 7.23 (1H, dd, J = 7.8 Hz, J = 7.8 Hz, ArH), 3.93 (2H, app. br s, CH2), 3.84 (2H, app. br s, CH2), 3.63 (2H, app. br s, CH2), 3.47 (2H, app. br s, CH2), 2.04 (2H, app. br s, CH2CH2CH2), 1.47 (9H, s, 3 CH3); 13C NMR (75.5 MHz, CDCl3) delta 161.1 (C), 155.6 (C), 155.1 (C), 149.7 (C), 127.3 (C), 126.9 (aryl), 124.0 (aryl), 122.7 (aryl), 112.5 (aryl), 112.2 (furan CH), 80.3 (C(CH3)3), 50.3 (homopiperaz. CH2), 49.4 (homopiperaz. CH2), 48.6 (homopiperaz. CH2), 46.8 (homopiperaz. CH2), 28.8 (CH3), 26.5 (CH2CH2CH2); HRMS (+ESI) Calc. for C19H24N2O4 [M + Na]+ 367.1628, found: 367.1630; m/z (+ESI) 367.00 ([M + Na]+, 25%), 711.07 ([2M + Na]+, 100%).
As the paragraph descriping shows that 496-41-3 is playing an increasingly important role.
Reference£º
Article; Moussa, Iman A.; Banister, Samuel D.; Manoli, Miral; Doddareddy, Munikumar Reddy; Cui, Jinquan; MacH, Robert H.; Kassiou, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 17; (2012); p. 5493 – 5497;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem