With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.
K3P04 (0.294 g, 1.386 mmol), Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0210) (0.028 g, 0.0481 mmol) were added to a solution of intermediate 10 (0.084 g, 0.481 mmol) in THF (4 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.069 g 0.481 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The organic layer was dried over MgS04, filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 50/50). The desired fractions were collected and concentrated in vacuo. The product was further purified by preparative HPLC (from 75percent [25 mM NH4HC03] – 25percent [ACN: MeOH 1 : 1] to 38percent [25 mM NH4HC03] – 62percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The product was triturated with Et20 and filtrated to yield compound 5 (0.042 g, 31percent). NMR (300 MHz, DMSO-d6) delta ppm 3.34 – 3.48 (m, 2 H) 4.58 (dt, J=47.6, 4.8 Hz, 2 H) 5.63 (br t, J=5.9 Hz, 1 H) 6.86 (d, J=8.8 Hz, 1 H) 7.11 (dd, J=8.8, 2.7 Hz, 1 H) 7.47 – 7.57 (m, 2 H) 7.78 (d, J=2.5 Hz, 1 H) 7.87 (d, J=8.9 Hz, 1 H) 8.21 – 8.31 (m, 2 H) 8.96 (s, 1 H) 9.12 (s, 1 H)
23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem