923591-51-9, 5-Bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,923591-51-9
Intermediate AA: 5-Bromo-N-(l,2,4-thiadiazol-5-yl)-3,4-dihydroisoquinoline-2(lH)- sulfonamide To a 50 mL flask containing sodium l,2,4-thiadiazol-5-ylsulfamate (Intermediate A, 96 mg, 0.472 mmol) and 10 mL of DCM was added PC15 (Aldrich, St. Louis, MO, 245 mg, 1.179 mmol). The resutling slurry was heated at 50 C for 1.5 hours. LCMS showed conversion to the methyl sulfamate (following quench into methanol). The reaction was cooled to rt and was quenched with the addition of 5 drops of brine. The resulting slurry was stirred vigorously for 5 minutes before being filtered through a plug of diatomaceous earth, washing well with DCM. The mixture was concentrated under reduced pressure. The derived oil was taken up in 1 mL of DCM and was added to a solution of 5-bromo-l,2,3,4-tetrahydroisoquinoline hydrochloride (ASW Medchem, 50 mg, 0.236 mmol) and TEA (164 mu, 1.179 mmol) in 2 mL of DCM at 0 C. Another 0.164 mL of TEA was added and the reaction allowed to warm to room temeprature where it was maintained for 2 hours. LCMS showed clean conversion to sulfonamide. The reaction was allowed to stir overnight before being diluted with saturated sodium bicarbonate (10 mL) and poured into a separatory funnel containing methylenechloride (10 mL). The layers were separated and the aqueous layer was extracted with methylenechloride (2 x 25 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under a vacuum to provide a yellow oil that was purified by silica gel chromatography (Redi-Sep pre-packed silica gel column (12 g), 0-10% methanol in methylenechloride) to provide 5-bromo-N-(l,2,4-thiadiazol-5-yl)-3,4- dihydroisoquinoline-2(lH)-sulfonamide as an off white solid. [M+H]+ = 375.0 XH NMR (400 MHz, Acetone)8 ppm 8.28 (s, 1H), 7.96 (s, 1H), 7.45 – 7.50 (m, 1H), 7.09 – 7.20 (m, 2H), 4.32 (s, 2H), 3.48 (t, J = 6.1 Hz, 2H), 2.86 – 2.92 (m, 2H)
As the paragraph descriping shows that 923591-51-9 is playing an increasingly important role.
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