With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4494-18-2,1-Isoquinolinecarboxaldehyde,as a common compound, the synthetic route is as follows.
Compound 24: 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzene-sulfonamide: A solution of 4-(2-aminoethyl)benzenesulfonamide (1.0 g, 5.0 mmol), AcOH (1.0 mL) and isoquinoline-1-carbaldehyde (2.09 g, 13.3 mmol) in DCE (50 mL) was stirred at 75 C for 30 min under nitrogen. The reaction mixture was cooled to 0 C, and treated with NaBH(OAc)3 (3.165 g, 15 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by flash chromatography over silica gel to afford 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzenesulfonamide (1.86 g, 77%). 1H NMR (400 MHz, DMSO-d6) 8.24 (d, J = 8.8 Hz, 2 H), 7.96 (d, J = 8.4 Hz, 2 H), 7.91 (d, J = 8.0 Hz, 2 H), 7.72 (t, J = 7.8 Hz, 2 H), 7.65 (d, J = 8.4 Hz, 2 H), 7.55 (t, J = 7.6 Hz, 2 H), 7.50 (d, J = 8.4 Hz, 2 H), 7.30 (d, J= 6.0 Hz, 2 H), 7.29 (s, 2 H), 4.01 (s, 4 H), 2.94 (t, J = 7.0 Hz, 2 H), 2.78 (t, J= 7.0 Hz, 2 H); MS (ESI), 483.3 (M+H)+., 4494-18-2
As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.
Reference£º
Patent; Molecular Insight Pharmaceuticals, Inc.; Babich, John W.; Zimmerman, Craig N.; Joyal, John; Maresca, Kevin P.; Marquis, John; Lu, Genliang; Wang, Jian-cheng; Hillier, Shawn; (110 pag.)EP2706057; (2016); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem