With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1350643-72-9,(S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.
To a solution of 60 mg (0.221 mmol) of tert-butyl 4-chloro-6,7-dihydro-8H-pyrimido [5,4- b] [1,4] oxazine-8-carboxylate in a 5 mL microwave vial, 73 mg (0.243 mmol) of (S) -3- (1-aminoethyl) -8-chloro-2-phenylisoquinoline-1 (2H) -one obtained in Preparation Example 3 was dissolved in 3 mL of anhydrous toluene , 1.5 mg (0.007 mmol) of palladium (II) acetate (Pd (OAc) 2) 2,2′-bis (diphenylphosphino) -1,1′-binaphthalene ((+ -) – BINAP) 12 mg (0.020 mmol), 101 mg (0.309 mmol) of cesium carbonate (Cs2CO3) was added and the degassing was performed three times using argon gas. Followed by stirring at 80 C for 24 hours. The reaction mixture was filtered under reduced pressure, and the organic layer was extracted with ethyl acetate and water. The organic layer was dried (Na2SO4), filtered and concentrated. The crude product was dissolved in dichloromethane and purified by column chromatography (SiO2, eluent: hexane (20% ethyl acetate in hexane) to give tert-butyl (S)-4-((1-(8-chloro-1-oxo-2-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl)amino)6,7-dihydro-8H-pyrimido[5,4-b][1,4]oxazine-8-carboxylate 50 mg (0.094 mmol, 42% yield) was obtained as a pale yellow solid.
1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various.
Reference£º
Patent; Korea Research Institute of Chemical Technology; Lee, Gay Hyung; Lim, Hee Jong; Cho, Hee Young; Park, Woo Kyu; Jung, Dae Young; (40 pag.)KR2017/74381; (2017); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem