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ChemicalBook CAS DataBase List 7-Bromo-4-chloroisoquinolin-1(2H)-one
223671-87-2

7-Bromo-4-chloroisoquinolin-1(2H)-one synthesis

3synthesis methods
223671-15-6 Synthesis
7-BROMO-1-HYDROXYISOQUINOLINE

223671-15-6
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$20.00/250mg

7-Bromo-4-chloroisoquinolin-1(2H)-one

223671-87-2
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Yield:223671-87-2 71%

Reaction Conditions:

with N-chloro-succinimide in acetonitrile at 90; for 2 h;

Steps:

Intermediate S9-A 7-Bromo-4-chloro-2H-isoquinolin-1-one

Following the procedure in WO2009060209. A suspension of 7-bromo-1 - hydroxyisoquinoline (2.73 g, 12.2 mmol) and N-chlorosuccinimide (1 .95 g, 14.6 mmol) in MeCN (50 mL) was heated at 90 °C for 2 h. The reaction mixture was cooled to room temperature and the resulting precipitate was collected and washed with MeOH, to yield 7- bromo-4-chloro-2H-isoquinolin-1 -one (2.24 g, 8.67 mmol, 71 %). 1H NMR (300MHz, DMSO-d6) δ = 1 1 .77 (br. s., 1 H), 8.31 (d, J = 2.2 Hz, 1 H), 8.02 (dd, J = 2.2, 8.7 Hz, 1 H), 7.75 (d, J = 8.7 Hz, 1 H), 7.54 (s, 1 H)

References:

WO2016/92326,2016,A1 Location in patent:Page/Page column 100; 181; 182