It is a common heterocyclic compound, the tetrahydroisoquinoline compound, 6-Bromo-1,2,3,4-tetrahydroisoquinoline, cas is 226942-29-6 its synthesis route is as follows.,226942-29-6
A mixture of paraformaldehyde (350 mg, 3.63 mmol, 2.20 equiv) in methanol (1.00 mL) was stirred at 60 C for 1 h and then cooled to 40 C. To the mixture was added AcOH (1 drop) and 6-bromo-l, 2, 3, 4-tetrahydroisoquinoline (350 mg, 1.65 mmol, 1.00 equiv) followed by NaCNBH3 (114 mg, 1.82 mmol, 1.1 equiv). The mixture was stirred at 40C for 1 h and was subsequently filtered and concentrated in vacuo to give a residue. The residue was purified by prep-TLC (petroleum ether/ethyl acetate = 2/1) to afford 6-bromo-2-methyl-3, 4-dihydro -1 H- isoquinoline (360 mg, 1.59 mmol, 96.5% yield) as a yellow oil. 1H NMR (400MHz, CD3OD) d = 7.32 (s, 1H), 7.28 (dd, =2.0, 8.4 Hz, 1H), 7.00 (d, =8.0 Hz, 1H), 3.57 (s, 2H), 2.94 (t, =6.0 Hz, 2H), 2.75 – 2.72 (m, 2H), 2.46 (s, 3H).
With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-1,2,3,4-tetrahydroisoquinoline
Reference£º
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem