With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.877861-62-6,Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.
A mixture of methyl 1,2,3,4-tetrahydroisoquino- line-6-carboxylate hydrochloride (230 mg, 1.01 mmol), bromobenzene (230 mg, 1.47 mmol), and cesium carbonate (0.66 g, 2.02 mmol) in 1,4-dioxane (10 mE) was purged with nitrogen. RuPhos precatalyst (15mg, 0.020 mmol) was added and the reaction mixture was heated at 80 C. for 30 mm, then 120 C. for 16 h. The solvent was removed under vacuum. The residue was diluted with water (30 mE), poured into a separatory flannel, and washed with ethyl acetate (3×50 mE). The combined organic layers were dried over sodium sulfate and the solvent was removed under vacuum and the crude mixture was purified on silica gel using a gradient of 0-100% ethyl acetate/hexanes, to give methyl 2-phenyl-1 ,2,3,4-tet- rahydroisoquinoline-6-carboxylate(200mg, 74%). 1HNMR (400 MHz, CDC13) oe 8.00-7.76 (m, 2H), 7.30-7.12 (m, 3H), 6.75 (d, 2H), 6.75 (t, 1H), 4.35 (s, 2H), 3.84 (s, 3H), 3.39 (t, 2H), 2.94 (t, 2H) ppm. LCMS: (ESI) mlz 268 [M+H].
The synthetic route of 877861-62-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Forma Therapeutics, Inc.; Ioannidis, Stephanos; Talbot, Adam Charles; Follows, Bruce; Buckmelter, Alexandre Joseph; Wang, Minghua; Campbell, Ann-Marie; Schmidt, Darby Rye; Guerin, David Joseph; Caravella, Justin A.; Diebold, R. Bruce; Ericsson, Anna; Lancia, JR., David; (225 pag.)US2016/185785; (2016); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem