6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 215798-19-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.
Example 1.1: Preparation of (lambda)-6-(4-(2-(2-Methylpyrrolidin-l-yl)ethyl)phenyl)-l,2,3,4- tetrahydroisoquinoline. To a round-bottom flask was added 6-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (2.00 g, 8.05 mmol), (lambda)-4-(2-(2-methylpyrrolidin-l-yl)ethyl)phenylboronic acid (2.063 g, 8.85 mmol), tetrakis(triphenylphosphine)palladium (0) (0.279 g, 0.241 mmol), benzene (30.00 mL), ethanol (10.00 mL), and 2.0 M aqueous solution of sodium bicarbonate (8.05 mL, 16.09 mmol). The reaction mixture was refluxed for 6 h. Upon completion, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was taken up in 1 M HCl solution and washed with ethyl acetate. The aqueous layer was basifed with 10% aqueous NaOH to pH~l 1, extracted with ethyl acetate, and concentrated. The residue was purified by silica gel column, eluting with 5-10% 2.0 M ammonia in methanol/DCM to give a yellow solid (1.20 g). LCMS m/z = 321.4 [M+H]+; 1H NMR (400 MHz, DMSO-J6) delta ppm 0.99-1.04 (m, 3H), 1.22-1.33 (m, IH), 1.59-1.69 (m, 2H), 1.81-1.92 (m, IH), 2.13 (q, J = 8.67 Hz, IH), 2.20-2.34 (m, 2H), 2.65- 2.83 (m, 5H), 2.94-3.04 (m, 3H), 3.10-3.18 (m, IH), 3.91 (s, 2H), 7.09 (d, J= 8.08 Hz, IH), 7.29 (d, J = 8.08 Hz, 2H), 7.33-7.40 (m, 2H), 7.53 (d, J= 8.08 Hz, 2H)., 215798-19-9
With the rapid development of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride
Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem