Application of 15964-79-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 15964-79-1 as follows.
1-Isopropyl-6,7-dimethoxyisoquinolin-3-ol SIL 32164 To a solution of methyl 2-(3,4-dimethoxyphenyl)acetate SLA 28134 (10.09 g, 48.0 mmol) in isobutyric anhydride (60.5 mL, 364.8 mmol) at 0 C. in a 500 mL round-bottomed flask equipped with a magnetic stirrer was added HClO4 (ca. 70% solution in water, 4.91 mL, 56.8 mmol) over a period of 10 min. The reaction mixture was then allowed to warm up to RT, stirred for 2 h and diluted with Et2O (400 mL). The solid was filtered and washed several times with Et2O to give 16.88 g of a brown solid. The solid was then suspended in H2O (70 mL) in a 500 mL round-bottomed flask equipped with a magnetic stirrer and cooled in an ice bath before dropwise addition of concentrated NH4OH (180 mL). After complete addition, the ice bath was removed and the reaction mixture was stirred overnight at RT. The mixture was then extracted with CH2Cl2 (100 mL, the organic layer was isolated and the aqueous layer was further extracted with CH2Cl2 (3*100 mL). The organic layers were combined, washed with brine (50 mL), dried over Na2SO4, filtered and concentrated under vacuum to give 1-isopropyl-6,7-dimethoxyisoquinolin-3-ol SIL 32164 as a yellow solid (9.69 g, 82% yield). MW: 247.29; Yield: 82%; Yellow solid; Mp ( C.): 175.0 1H-NMR (CDCl3, delta): 1.52 (d, 6H, J=6.9 Hz, 2*CH3), 3.63-3.70 (m, 1H, CH), 3.93 (s, 3H, OCH3), 3.96 (s, 3H, OCH3), 6.57 (s, 1H, ArH), 6.60 (s, 1H, ArH), 6.94 (s, 1H, ArH), OH not seen. 13C-NMR (CDCl3, delta): 21.1 (2*C), 29.4, 55.8, 56.0, 101.8, 102.8, 104.8, 111.8, 142.0, 147.5, 154.5, 154.8, 161.2. MS-ESI m/z (% rel. Int.): 248 ([MH]+, 100).
According to the analysis of related databases, 15964-79-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ExonHit Therapeutics SA; ALLERGAN, INC.; US2012/214837; (2012); A1;,
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