Simple exploration of 724422-42-8

724422-42-8 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 66612874, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.724422-42-8,6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.,724422-42-8

Step 2; Compound 27 was synthesized from Step 1, and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one was synthesized using a method described in United States Patent Application Publication No. 2006/0063799. To a solution of Compound 27 (10 g, 38.7 mmol) and 5-bromo-2-2-methyl-2H-1,2,3,4-tetrahydroisoquinolin-1-one (10.23 g, 42.6 mmol) in 1,2-dimethoxyethane (150 mL), tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol), and potassium phosphate (11.51 g, 54.2 mmol) were added. The mixture was then heated at reflux under flow of nitrogen for 2 hours. After cooling to room temperature, tris(dibenzylideneacetone)dipalladium (1.77 g, 1.93 mmol) and dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (3.69 g, 7.74 mmol) were added thereto. The mixture was refluxed under flow of nitrogen for 1 hour. After cooling to room temperature, the reaction mixture was filtered. The residue was washed sequentially with 1,2-dimethoxyethane and water, air-dried, and then dried in vacuo at 70C to yield crude product 28 (14.4 g). LC-MS (Method C): 1.82 min, [M+H]+ = 418 1H-NMR (DMSO-d6) delta: 10.04 (1H, s), 7.88-7.80 (1H, m), 7.45-7.30 (5H, m), 6.98-6.92 (1H, m), 6.85-6.80 (1H, m), 6.11 (1H, s), 5.14 (2H, s), 4.44-4.32 (2H, m), 4.28-4.19 (2H, m), 3.56-3.47 (2H, m), 3.03-2.96 (5H, m).

724422-42-8 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 66612874, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; Shionogi & Co., Ltd.; EP2426135; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem