5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, cas is 923591-51-9, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.
Step 1 : 5-Bromo-N-(thiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide A solution of imidazole (1.530 g, 22.47 mmol) and thiazol-2 -amine (0.750 g, 7.49 mmol) in 8 mL DCM was cooled to -78 C and was treated with sulfuryl chloride (0.609 ml, 7.49 mmol). After stirring for 20 minutes, the cooling bath was removed and the reaction mixture was allowed to stir for an additional 30 minutes. 5-Bromo-l,2,3,4- tetrahydroisoquinoline hydrochloride (ASW Medchem, Brunswick, NJ, 1.396 g, 5.62 mmol) was added, followed by triethylamine (7.31 ml, 52.4 mmol). The reaction mixture was then heated to 80 C for 30 minutes. The mixture was cooled to rt and poured into IN citric acid solution before being extracted into EtO Ac. The organics were dried over MgS04 and concentrated. Purification of the residue by silica gel column chromatography (0 to 100% EtO Ac/heptane) gave 5-bromo-N-(thiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide (1.092 g, 2.92 mmol). [M+H]+ = 375.6., 923591-51-9
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Reference£º
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem