With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.
A solution of 6-bromoisoquinoline (274 mg, 1.3 mmol) in dry tetrahydrofuran (2 mL) was added dropwise to a solution of n-butyl lithium (1.6 M in hexane, 0.8 mL, 1.3 mmol) at -78 C and stirred at this temperature for 30 minutes. Then 2,6,6-trimethylcyclohex-1-enecarbaldehyde (100 mg, 0.66 mmol) in dry tetrahydrofuran (1.5 mL) was added and stirring at -78 C was continued for 1 hour after which the reaction was allowed to warm slowly to room temperature. The mixture was quenched with saturated aqueous ammonium chloride and the organics extracted extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the title compound (131 mg, Yield: 71%). Rf 0.5 (2:1 petroleum ether/ethyl acetate); 1H NMR (400 MHz, CDCl3) delta 9.22 (s, 1 H), 8.50 (d, J = 5.6 Hz, 1 H), 7.92 (d, J = 8.4 Hz, 2 H), 7.65 (d, J = 6.4 Hz, 2 H), 5.55 (s, 1 H), 2.00 (t, J = 6.0 Hz, 2 H), 1.74-1.56 (m, 5 H), 1.33 (s, 3 H), 1.24 (s, 3 H), 1.17 (s, 3 H) ppm; Mass spectrum (ESI +ve) m/z 282 (M + H+)., 34784-05-9
The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Bikam Pharmaceuticals, Inc.; Garvey, David, S.; Greenwood, Jeremy, R.; Frye, Leah, L.; EP2944628; (2015); A1;,
Isoquinoline – Wikipedia
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