The important role of 923591-51-9

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

Name is 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride, as a common heterocyclic compound, it belongs to tetrahydroisoquinoline compound, and cas is 923591-51-9, its synthesis route is as follows.,923591-51-9

Intermediate I: 5-Bromo-N-(5-fluorothiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)- sulfonamide A solution of 5-fluorothiazol-2-amine hydrochloride (Milestone Pharmatech, Brunswick, NJ, 6.22 g, 40.2 mmol) and IH-imidazole (10.96 g, 161 mmol) in 200 mL DCM was cooled to -78 C and was treated with sulfuryl chloride (3.27 ml, 40.2 mmol). After stirring for 10 minutes, the reaction mixture was placed into a 0 C bath and was allowed to stir for an additional hour. To this mixture was added 30 mL of heptane and the solvent was decanted. The remaining solid was treated with 5-bromo- 1,2,3,4-tetrahydroisoquinoline hydrochloride (ASW Medchem, Brunswick, NJ, 5.00 g, 20.12 mmol) then treated sequentially with 100 mL THF and DIPEA (42.2 ml, 241 mmol). The reaction mixture was heated to reflux for one hour before being cooled and poured into IN citric acid. The desired product was extracted with ethyl acetate. The organics were concentrated and the resulting residue was purified directly by silioca gel column chromatography (0 to 100% EtO Ac/heptane, 2% MeOH) yielding 5-bromo-N-(5-fluorothiazol-2-yl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide (3.25 g, 8.29 mmol). [M+H]+ = 393.9

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

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