The tetrahydroisoquinoline compound, cas is 186390-62-5 name is 7-Bromo-6-nitro-1,2,3,4-tetrahydroisoquinoline, mainly used in chemical industry, its synthesis route is as follows.,186390-62-5
7-Bromo-6-nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (5) A 115 g (0.447 mol) sample of 7-bromo-6-nitro-1,2,3,4-tetrahydroisoquinoline, 45.2 g (0.447 mol) of triethylamine, 97.5 g (0.447 mol) of di-tert-butyl dicarbonate, 3.2 liter of dioxane and 0.5 liter of water were combined and stirred at ambient temperature for 1.5 hrs. The reaction was concentrated to remove the dioxane, 1 liter of saturated sodium bicarbonate was added and the mixture was extracted two times with 1 liter of methylene chloride. The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The resulting solid was recrystallized from isopropanol to yield 118 g of a solid. 1 H NMR (250 MHz, DMSO) delta7.89 (s, 1H); 7.81 (s, 1H); 4.58 (s, 2H); 3.56 (t, 2H); 2.81 (t, 2H); 1.42 (s, 9H).
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Reference£º
Patent; Pfizer Inc; US6121283; (2000); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem