With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27104-72-9,Methyl isoquinoline-1-carboxylate,as a common compound, the synthetic route is as follows.
A solution of methyl 1-isoquinolinecarboxylate (1.00 g, 5.34 mmol) in dry THF (30 mL) was cooled to -70 C in a dry ice/MeOH bath. To that solution was added a suspension of LiAlH4 (0.10 g, 2.67 mmol) in THF (10 mL). The resulting brown reaction mixture was stirred for 15 min followed by a quench with glacial acetic acid (1.3 mL). Once the mixture warmed to RT the aluminum salts were precipitated with a few drops 1 N NaOH. The heterogeneous mixture was filtered, and the solvent was removed under vacuum. The residue was dissolved into a small portion of CH2Cl2 and chromatographed on silica (1:1 hexanes: EtOAc, Rf = 0.79) affording 1-isoquinolinecarboxaldehyde (0.28 g, 33%) as a crystalline white solid. 1H NMR (CDCl3): 10.40 ppm (1H, s); 9.33 ppm (1H, m); 8.76 ppm (1H, d, J = 5.6 Hz); 7.91 ppm (2H, m); 7.77 ppm (2H, m). 13C NMR (CDCl3): 195.63, 149.79, 142.41, 136.85, 130.74, 130.01, 126.91, 126.31, 125.70, 125.45 ppm. IR (KBr pellet): 3033, 2844, 1703 cm-1., 27104-72-9
27104-72-9 Methyl isoquinoline-1-carboxylate 21196988, aisoquinoline compound, is more and more widely used in various fields.
Reference£º
Article; Nyiranshuti, Lea; Kennedy, Daniel P.; DiPasquale, Antonio G.; Rheingold, Arnold L.; Planalp, Roy P.; Polyhedron; vol. 109; (2016); p. 147 – 153;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem