Share a compound : 5-Bromo-1,2,3,4-tetrahydroisoquinoline

As the rapid development of chemical substances, we look forward to future research findings about 81237-69-6

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.

81237-69-6, Preparation of l-(5-bromo-3,4-dihydroisoquinolin-2(lH)-yl)-2-(4-methoxy-7-(3- methyl- IH-1 ,2,4-triazol- 1 -yl)- 1 H-pyrrolo[2,3 -c]pyridin-3-yl)ethane- 1 ,2-dione; [00106] A 20 mL vial was charged with 2-(4-methoxy-7-(3-methyl-lH-l,2,4- triazol-l-yl)-lH-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (0.1 g, 0.332 mmol), 5- bromo-l,2,3,4-tetrahydroisoquinoline (0.083 g, 0.332 mmol), o-benzotriazol-1-yl- N,N,N’,N’-tetramethyluronium tetrafluoroborate (0.133 g, 0.415 mmol), Hunig’s Base (0.580 mL, 3.32 mmol), and DMF (3 mL). The vial was sealed and stirred at rt. After stirring the mixture for 70.5 h, the reaction was quenched with water. The solids that formed were collected by filtration. The mother liquor was concentrated under reduced pressure, and a second batch of solids was collected by recrystallizing from MeOH and water. The expected product, l-(5-bromo-3,4-dihydroisoquinolin-2(lH)- yl)-2-(4-methoxy-7-(3-methyl-lH-l,2,4-triazol-l-yl)-lH-pyrrolo[2,3-c]pyridin-3- yl)ethane-l,2-dione (0.145 g, 0.293 mmol, 88 % yield), was isolated as an off-white solid. LC/MS: m/z 495 (M+H)+, 497.02 (M + 3H)+ 1.935 min (method 1). 1H IMR (500 MHz, DMSO-d6) I’ ppm 12.42 (s, 1 H) 9.22 – 9.27 (m, 1 H) 8.18 – 8.31 (m, 1 H) 7.84 (s, 1 H) 7.09 – 7.59 (m, 3 H) 4.59 – 4.87 (m, 2 H) 3.67 – 3.95 (m, 5 H) 2.73 – 2.96 (m, 2 H) 2.47 – 2.52 (m, 3 H).

As the rapid development of chemical substances, we look forward to future research findings about 81237-69-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/158396; (2009); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem