Category: 7651-81-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7651-81-2,Isoquinolin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 300A 5-nitro-3-isoquinolinol 3-Hydroxyisoquinoline (1.09 g, 7.53 mmol) in concentrated H2SO4 (20 mL) at 0 C. was treated with NaNO3 (0.71 g, 8.34 mmol) in concentrated H2SO4 (5 mL) dropwise over 15 minutes. After stirring for 90 minutes, the mixture was allowed to warm to room temperature, stir for 2 hours, poured over an ice-NH4Cl mixture, and the pH was adjusted to 7-8 with 50% NaOH solution. The mixture was filtered and the filter cake dried to provide the title compound. Structure analysis determined a 2:1 mixture of the 5-nitro and 7-nitro isomers which were not separated. MS (ESI+) m/z 191 (M+H)+; MS (ESI-) m/z 189 (M-H)-; 1H NMR (DMSO, 300 MHz) delta 4.60 (s, 1H), 7.48 (t, J 8.0, 1H), 7.57 (s, 1H), 8.42 (d, J 8.0, 1H), 8.57 (d, J 7.7, 1H), 9.19 (s, 1H).

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Reference£º
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

7651-81-2, Isoquinolin-3(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The desired alcohol intermediate (p83-86 as reported in the table, 1 eq) was dissolved in THF (-40 vol). PP (1.5 eq) was added, followed by the desired phenol (commercially available, 1.5 eq). The mixture was stirred at RT for 15′, then cooled to 0 C. DIAD (1.5 eq) was added dropwise and, after 10′, the ice bath was removed and the mixture was allowed to reach RT and stirred for at that temperature for 1.5-2.5 hrs. The mixture was concentrated and the crude obtained was purified by FC on silica gel and/or NH column (eluting mixture Cy/AcOEt) and/or C18 cartridge (eluent from water + 0.1 % formic acid / MeCN + 0.1 % formic acid) to afford the title compound.

The synthetic route of 7651-81-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7651-81-2,Isoquinolin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 9; 3-Trifluoromethylsulfonate-isoquinoline; Triflic anhydride (2.03 g) was added dropwise to a stirred solution of 3-hydroxy-isoquinoline (950 mg) in pyridine (7.0 mL) at 0 C. After 10 minutes the icebath was removed and the reaction was stirred at room temperature for 16 hours. The solution was then diluted with water and extracted with CHCl3, the organic extracts were washed with brine and dried over Na2SO4. Evaporation of the solvents and purification over SiO2 (EtOAc:Hex, 1:1) yielded 1.70 g (94%) of product. Mp 33.3-33.9 C. 1H NMR (CDCl3): delta (ppm) 9.04 (s, 1H), 8.03 (d, J=8.3 Hz, 1H), 7.90-7.62 (m, 3H) 7.55 (s, 1H).

The synthetic route of 7651-81-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Smits, Rogier Adriaan; Lim, Herman Dirnawan; Leurs, Regorius; De Esch, Iwan Jozef Philomena; US2010/16293; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

7651-81-2, Isoquinolin-3(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of 98 mg of (2S)-2-[(t-butoxycarbonyl) amino]-3-[4-(dihydroxyboranyl) phenyl] propionic acid, 46 mg of 3-hydroxyisoquinoline, 43 mg of copper acetate (II), 175mul of triethylamine and 10 ml of dichloromethane was stirred for two days and diluted with ethanol. After Celite filtration, the filtering solvent was concentrated and the obtained residue was diluted with ethyl acetate. After extraction by an aqueous solution of 1N sodium hydroxide, the water phase was acidified by hydrochloric acid. The organic phase was extracted with ethyl acetate. The residue was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate to remove the solvent. The obtained residue was split by HPLC to obtain the objective compound. H-NMR (CDCl3) delta 1. 45 (9H, s), 3. 20 (2H, m), 4.60 (1H, m), 5. 30 (1H, m), 7.00-7.60 (9H, m), 8.35 (1H s). MS (ESI, m/z) 409 (MH+)

The synthetic route of 7651-81-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ajinomoto Co., Inc.; EP1454898; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem