Diethyl Ether → HCID 67220629, compound

Participants

Reaction Conditions

Reaction Steps

8-Fluoro-3-methyl-2-pyridin-3-yl-2H-isoquinolin-1-one (550 mg, 2.2 mmol) and N-bromosuccinimide (396 mg, 2.23 mmol) were dissolved in N,N-dimethylformamide (10 mL). The reaction mixture was stirred at 50° C. for 60 minutes and poured into diethyl ether (50 mL) and ethyl acetate (20 mL). A white solid precipitated, which was removed by filtration. The filtrate was washed with diluted brine (water/sat. NaCl (aq.)=1:1; 4×20 mL), dried over MgSO4 and rotavaped. 1H NMR (500 MHz, CDCl3): 2.27 (s, 3H, Me), 7.2 (dd, J=8.4 Hz, J=10.7 Hz, 1H), 7.52 (dd, J=4.9 Hz, J=7.9 Hz, 1H), 7.64 (d (d of unresolved m), J=8 Hz, 1H), 7.72 (td, J(d)=5 Hz, J(t)=8.1 Hz, 1H), 7.84 (d, J=8.2 Hz), 8.53 (d, J=1.8 Hz, 1H), 8.74 (d, J=4.3 Hz, 1H).

Provenance & Evidence