With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-79-5,7-Nitro-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.
7-nitro-1,2,3,4-tetrahydroisoquinoline (1 g, 5.61 mmol), N-Iodosuccinimide (1.64 g, 7.3 mmol) dissolved in Trifluoromethanesulfonic acid (5.5 mL, 61.73 mmol) allowed to react at room temperature overnight. After reaction completion crude reaction mixture was carefully transferred onto sat. NaHCO3 (aq) solution. After complete addition the aqueous layer was extracted with methylene chloride (2 X 75 mL). The combined organic extracts were then washed with aq. Sodium Thiosulfate (sat), dried over Na2SO4 (anhyd) and concentrated under reduced pressure to obtain providing 1.6 g of the crude as a purple color solid in 94% yield. This crude was then carried through next step without purification. 1H NMR (400 MHz, DMSO-d6) delta 8.40 (d, J = 2.4 Hz, 1H), 7.99 (d, J = 2.4 Hz, 1H), 3.88 (s, 2H), 2.96 (t, J = 6.0 Hz, 2H), 2.56 (t, J = 6.0 Hz, 2H). LRMS: (M+H)+ = 305.0 m/z. Yield: 94%., 42923-79-5
The synthetic route of 42923-79-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; SOUTHERN RESEARCH INSTITUTE; OYAGEN, INC.; ANANTHAN, Subramaniam; AUGELLI-SZAFRAN, Corinne E.; BENNETT, Ryan P.; SMITH, Harold C.; VENUKADASULA, Phanindra Krishna Mohan; (227 pag.)WO2019/133666; (2019); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem