Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

[00309] 6-(4-Nitro-lH-pyrazol-l-yl)isoquinoline: A mixture of 4-nitro-lH- pyrazole (510 mg, 4.51 mmol), 6-bromoisoquinoline (375 mg, 1.80 mmol)(commercially available from Gateway Chemical Technology, Inc.), tris(dibenzylideneacetone)dipalladium (0) (165 mg, 180 mumol), 2-ditert-butylphosphino- 2′,4′,6′-triisopropyl-l,r-biphenyl (153 mg, 360 mumol), and cesium carbonate (1.76 g, 5.41 mmol) in dioxane (4 mL) was heated in a sealed vial at 105C for 6 hours. The mixture was cooled to ambient temperature and partitioned between DCM (30 mL) and H2O (30 mL). The layers were separated, and the aqueous layer was extracted with DCM (2 x 20 mL) and 10% MeOH/DCM (30 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure. The resulting yellow solid was dissolved in DCM, evaporated onto silica gel, and purified by flash chromatography (Biotage Si 40+M, 20% to 50% acetone/hexanes) to provide 6-(4-nitro-lH-pyrazol-l-yl)isoquinoline (374 mg, 86% yield) as a white solid. LCMS (API-ES) m/z (%): 241.1 (100%, M++H); 1H NMR (300 MHz, CDCl3) delta ppm 7.76 (d, J=5.8 Hz, IH), 8.01 (dd, J=8.8, 2.2 Hz, IH), 8.14-8.23 (m, 2H), 8.36 (s, IH), 8.65 (d, J=5.8 Hz, IH), 8.83 (s, IH), 9.34 (s, IH).

34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

630421-73-7, 1,6-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution/suspension of 4,4,5,5-tetramethyl-2-(10-methylfluoranthen-8-yl)-1,3,2-dioxaborolane (26.6 g, 78 mmol), 1,6-dichloroisoquinoline (14 g, 70.7 mmol) and sodium carbonate (18.73 g, 177 mmol) in DME (471 ml) and water (118 ml) was degassed with bubbling nitrogen for 20 min. Tetrakis(triphenylphosphine)palladium (2.451 g, 2.121 mmol) was added and degassing continued for 5 mins. The reaction mixture was heated at 105 C. (reflux) for 8 h. The mixture was allowed to cool overnight. The reaction mixture was filtered and the remaining solids in the flask were washed out with methanol (200-300 ml). The filter cake was washed with water (200 ml), methanol (200 ml), water (200 ml), and then methanol (200 ml). The solids were dried under air for 30 min then under vacuum over the weekend to yield the title compound as a yellow solid (23.63 g, 88%).

The synthetic route of 630421-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Universal Display Corporation; Ji, Zhiqiang; Tsai, Jui-Yi; Dyatkin, Alexey Borisovich; Layek, Suman; Boudreault, Pierre-Luc T.; (175 pag.)US2019/214583; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 4 This example illustrates the preparation of 4-bromo-5-nitro-isoquinoline having the formula: SPC9 4-bromo-isoquinoline (10.4 g) was dissolved in concentrated sulphuric acid (50 ml) and the solution was cooled to approximately 5¡ãC. A solution of potassium nitrate (8.6 g) in concentrated sulphuric acid (50 ml) was then added in dropwise fashion to maintain the temperature of the reaction mixture in the range 0¡ãC to 10¡ãC. After the addition was completed the reaction mixture was poured onto a mixture of ice (300 g) and water (300 ml), and ammonia was then slowly added until the mixture became alkaline. The reaction mixture was then filtered, and the yellow material thus isolated was washed with water and allowed to dry, to provide 9.0 g of 4-bromo-5-isoquinoline, melting at 177¡ã – 178¡ãC.

1532-97-4 4-Bromoisoquinoline 73743, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; ICI Australia Limited; US3930837; (1976); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.52986-70-6,6-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

(c) 6-Methoxyisoquinoline (16 g, 0.1M) and 48% aqueous HBr (600 ml) were refluxed together for 6 hours and the mixture was then evaporated to dryness in vacuo. The residue was dissolved in H2 O and basified with solid Na2 CO3. The resulting precipitated solid was filtered off and recrystallized from isopropanol to give 6-hydroxyisoquinoline (12 g, 82%), m.p. 218-20 C. (lit.* 220 C.).

The synthetic route of 52986-70-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline & French Laboratories, Ltd.; US4812573; (1989); A;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent.

105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 54 A solution of 2,4-dichloro-5-nitropyrimidine (250 mg, 1.29 mmol, 1.15 eq.) in THF (2 mL) was chilled in a -78 C. bath. To this solution was slowly added over 40 mins a mixture of compound 1 (335 mg, 1.12 mmol, 1.0 eq.) and DIEA (450 muL, 2.58 mmol, 2.3 eq.) in THF (4 mL). After addition was complete, the reaction was stirred at -78 C. during 30-40 mins, then allowed to warm slowly to 15 C. over 1 h. The reaction mixture was diluted with DCM (40 mL), washed with water and brine (15 mL each), dried over Na2SO4, and concentrated. This residue was purified by flash chromatography eluting with 300 mL each 10/20/30/40% EtOAc/hexanes to give (S)-8-chloro-3-(1-(2-chloro-5-nitropyrimidin-4-ylamino)ethyl)-2-phenylisoquinolin-1(2H)-one 75. ESI-MS 456.15 [M+H]+.

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; INTELLKINE, LLC; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo C.; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel A.; TREMBLAY, Martin R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; US2013/53362; (2013); A1;,
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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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.

Example 1071-[(2-Chloro-4-fluorophenyl)methyl]-4-(4-isoquinolinyl)-2,3-piperazinedione(E107)Methyl [[(2-chloro-4-fluorophenyl)methyl](2-oxoethyl)amino](oxo)acetate (0.40 g, 1.39 mmol, prepared as described earlier), 4-aminoisoquinoline (0.40 g, 2.78 mmol) and acetic acid (0.08 ml, 1.39 mmol) were dissolved in 1 ,2-dichloroethane (20 ml) and stirred for 10 minutes. Polymer-supported cyanoborohydride (1.74 g, 6.95 mmol) was added and the reaction stirred at room temperature for approximately 64 hours. The reaction was then heated to reflux at 850C for 7 hours. The reaction mixture was then concentrated in vacuo and redissolved in 1-butanol (3 ml). The solution was heated to 16O0C for 1 hour in the microwave. The mixture was concentrated in vacuo and purified by flash-silica gel chromatography. The mixture was eluted with ethyl acetates followed by 5% methanol in dichloromethane and finally 10% methanol in dichloromethane. Clean product fractions were combined and concentrated in vacuo to give a brown oil, which was triturated with a mixture of diethyl ether (10 ml) and methanol (2 ml) to yield 1-[(2-chloro-4-fluorophenyl)methyl]-4-(4-isoquinolinyl)-2,3- piperazinedione (0.032 g) as a cream-coloured solid. LC/MS [M+H]+ = 384, retention time = 2.29 minutes.

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; CHAMBERS, Laura Jane; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; STEADMAN, Jon Graham Anthony; WALTER, Daryl Simon; WO2010/125103; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a degassed solution of 2-(4-fluorophenyl)-N-methyl-6-(N- methylmethylsulfonamido)-5-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)benzofuran-3-carboxamide (90 mg, 0.189 mmol) and 6-bromo-isoquinoline (51 mg, 0.246 mmol) in dry DMF (1.5 mL) was added Pd(dppf)Cl2 (20 mg) and K3P04 (81 mg, 0.381 mmol) under N2. The mixture was heated to 100 C for about 15 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was washed with H20, brine, dried over Na2S04, filtered and concentrated in vacuo. The residue obtained was purified using prep- TLC (PE : EtOAc = 2 : 1) to provide 2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N- methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (Compound 210, 85 mg, 93%). 1H- MR (CDC13, 400 MHz) delta 9.62 (s, 1H), 8.46 (d, J= 6.0 Hz, 1H), 8.38 (s, 1H), 8.31-8.33 (m, 1H), 8.21-8.23 (m, 1H), 8.15 (d, J= 6.0 Hz, 1H), 7.98 (s, 1H), 7.81-7.85 (m, 3H), 7.71-7.72 (m, 1H), 7.51-7.60 (m, 3H), 7.12-7.19 (m, 2H), 6.02-6.03 (m, 1H), 3.02 (s, 3H), 2.89-2.92 (m, 6H). MS (M+H)+: 580.

34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MCCOMAS, Casey Cameron; LIVERTON, Nigel J.; SOLL, Richard; LI, Peng; PENG, Xuanjia; WU, Hao; WO2011/106986; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 20; 6-Amino-2-isopropyl-3,4-dihydroisoqui?oli?-1(2H)-one; a) 6-Bromo-2-isopropyl”3s4-dihydroisoquinoSin-1 (2H)-one; 0.26 mL (2.76 mmoi) of 2-bromopropane, and 88 mg (2.2 mmol) of NaH were added to a solution of 6-bromo-3,4-dihydroisoquinoiin-1 (2H)-one (250 mg, 1.10 mmol) in DMF (2 mL). The reaction mixture was stirred at 100 0C overnight. The crude product was diluted with H2O and extracted thrice with EtOAc. The combined organic phases were separated, dried over Na2SO4 and the solvent was evaporated. The crude product thus obtained was purified by column chromatography over silica gel, using hexane/EtOAc mixtures of increasing polarity as eluent, and 87 mg of the desired compound were obtained (yield: 29%).

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; PALAU PHARMA, S.A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; SOLIVA SOLIVA, Robert; FONTES USTRELL, Montserrat; COMELLES ESPUGA, Josep; WO2010/34740; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem