With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22246-12-4,6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.
Example 5 (E)-methyl 3 -(4-(6-hydroxy-2-(4-isopropoxyphenyl)-l -methyl- 1.2.3.4-tetrahvdroisoquinolin-l- vD-phenvDacrylate 6-methoxy-3,4-dihydroisoquinolin-l(2H)-one (0.21 g, 1.185 mmol) was dissolved dichloromethane (5.93 ml). A I M solution of BBr3 (5.93 ml, 5.93 mmol) in heptanes was added dropwise and the reaction stirred for 30 min at rt. LC MS indicates the reaction was 50% complete, additional 1 M BBr3 in heptanes (5.93 ml, 5.93 mmol) was added. The reaction stirred for 1 h at rt. The reaction was then quenched with saturated sodium bicarbonate. The reaction was extracted with DCM but DCM extract did not contain any product. The product precipitated out on the reaction flask and was collected. The crude product was used without purification in the next reaction. NMR (400 MHz, DMSO-d6) delta 7.67 (d, J = 8.4 Hz, 1H), 6.69 (dd, J = 8.4, 2.4 Hz, 1H), 6.62 (d, J = 2.4 Hz, 1H), 3.31 (t, J = 6.1 Hz, 2H), 2.79 (t, J = 6.6 Hz, 2H). LC/MS (m/z, MH+): 164.1.
As the paragraph descriping shows that 22246-12-4 is playing an increasingly important role.
Reference£º
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem