5-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 81237-69-6, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.
(R)-perfluorophenyl (1,1,1-trifluoro-3-((4-methoxybenzyl)oxy)propan-2-yl) carbonate (60 mg, 0.13 mmol) in acetonitrile (2 mL) was added into cold 0 C. solution of 5-bromo, 1,2,3,4-tetrahydroisoquinoline (30 mg, 0.14 mmol) and N,N-diisopropylethylamine (0.05 mL, 0.39 mmol) in acetonitrile (4 mL). The resulting reaction mixture was allowed to come to room temperature and stirred for 1 hour. Then, the reaction was diluted in dichloromethane (25 mL) and washed with water (2*15 mL). The organic extracts were dried over anhydrous NaSO4. The solvents were removed under vacuum and the residue was purified on silica gel (Biotage; eluting solvents hexanes:EtOAc 4/1 ratio) to afford (R)-1,1,1-trifluoro-3-((4-methoxybenzyl)oxy)propan-2-yl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate as colorless oil. 1H NMR (400 MHz, CDCl3) delta ppm 7.46-7.45 (m, 1H), 7.25-7.16 (m, 2H), 7.08-7.06 (m, 2H), 6.84-6.82 (m, 2H), 5.52-5.51 (sept, 1H), 4.64-4.61 (m, 2H), 4.52-4.44 (m, 2H), 3.78 (s, 3H), 3.76-3.71 (m, 3H), 2.90-2.87 (m, 2H).
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Reference£º
Patent; Malamas, Michael; Makriyannis, Alexandros; Lamani, Manjunath; Farah, Shrouq I.; US2019/152917; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem