With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42923-77-3,6-Methoxy-1,2,3,4-tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.
A solution of 8-chloro-4-oxo-chromene-2-carboxylic acid (Int-1, 50 mg, 0.22 mmol), 6- methoxy-l,2,3,4-tetrahydroisoquinoline (54.5 mg, 0.33 mmol), HATU (169 mg, 0.45 mmol) and TEA (89.9 mg, 0.89 mmol) in DCM (2 mL) was stirred at room temperature for 10 hours. After the reaction was completed, the mixture was diluted with water (30 mL) and extracted with EtOAc (50 mL) three times. The combined organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by preparative HPLC to give 8-chloro-2-(6-methoxy-3,4-dihydro-lH-isoquinoline-2-carbonyl)chromen-4-one (10 mg, 12.1%) as yellow solid.1H NMR (DMSC )-d6, 400MHz): d 8.00-8.07 (m, 2H), 7.54 (t, 7=7.89 Hz, 1H), 7.00-7.23 (m, 1H), 6.67-6.85 (m, 3H), 4.66-4.84 (m, 2H), 3.81 (t, 7=5.81 Hz, 2H), 3.67-3.78 (m, 3H), 2.79-3.05 (m, 2H). MS obsd. (ESI+) [(M+H)+]:370.l.
The synthetic route of 42923-77-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; LIANG, Chungen; LIU, Yongfu; TAN, Xuefei; WU, Jun; WANG, Jianping; (134 pag.)WO2020/79106; (2020); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem