Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34784-04-8,5-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Synthesis of 5-bromo-8-nitroisoquinoline Into a 500 mL 3-necked round-bottom flask was placed a solution of 5-bromoisoquinoline (22.24 g, 106.87 mmol) in H2SO4 (120 mL). This was followed by the addition of a solution of KNO3 (15.1 g, 149.36 mmol) in H2SO4 (100 mL), which was added dropwise with stirring, while cooling to a temperature of 20 C. over a time period of 1 hour. The resulting solution was allowed to react, with stirring, for 1 hour while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:5). The reaction mixture was then quenched by the adding 600 mL of H2O/ice. Adjustment of the pH to 8-10 was accomplished by the addition of NH3. H2O (30%). A filtration was performed. The filter cake was washed 2 times with 500 mL of H2O. The solid was dried in an oven under reduced pressure. This resulted in 25.59 g (90%) of 5-bromo-8-nitroisoquinoline as a yellow solid., 34784-04-8

The synthetic route of 34784-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; US2008/200471; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

7742-73-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7742-73-6,1,3-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

INTERMEDIATE 11 S-BROMO-l^-DIMETHOXYISOQUINOLINEStep A. 5-Brorno-l,3-dichloroisoquinolineTo a solution of 1,3-dichloroisoquinoline (1.0 g, 5.1 mmol) in CH3CN (25 mL) was added concentrated sulfuric acid ( 1.0 mL, 18 mmol), followed by N-bromosuccinimide (1.1 g, 6.1 mmol). The mixture was stirred at room temperature for 60 hours. The precipitate was collected by filtration, washed with water, then dried in air to afford the title compound: 1H15 NMR (500 MHz, CDCl3): delta 8.35 (d, J – 9.0 Hz, 1 H), 8.09 (s, 1 H), 8.08 (d, J = 9.0 Hz5 1 H), 7.57 (t, J – 8.0 Hz, 1 H). LC6: 3.74 min. (M+H): 278.

7742-73-6 1,3-Dichloroisoquinoline 298625, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); 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.1239463-43-4,5-Bromo-6-fluoroisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-6-fluoroisoquinoline (1.0 g, 4.4 mmol) in acetic acid (20.0 mL) at room temperature was added sodium tetrahydroborate (592.0 mg, 15.65 mmol) portionwise. The mixture was stirred at room temperature for 16 h, and then concentrated. The residue was diluted with CH2Cl2 and washed with aqueous Na2CO3 (2 M). The separated organic phase was dried over anhydrous Na2SO4, filtered and concentrated to give a yellow oil which was used directly in the next step without further purification. LCMS calculated for C9H10BrFN (M+H)+ m/z=230.0; found 230.1., 1239463-43-4

1239463-43-4 5-Bromo-6-fluoroisoquinoline 68757738, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Incyte Corporation; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Vechorkin, Oleg; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; (75 pag.)US2018/72718; (2018); 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.4602-73-7,7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline,as a common compound, the synthetic route is as follows.

A mixture of compound 20 (100 mg, 0.56 mmol), 2-phenylethyl bromide (311 mg, 1.68 mmol), and 2-propanol (3.5 mL) was refluxed for 15 hours. The resulting solution was concentrated and MeOH (5 mL) was added to dissolve the residue. The solution was cooled in an ice-bath and then NaBH4 (49 mg, 1.29 mmol) was added slowly under N2. The mixture was stirred for another 10 minutes and then concentrated. The residue was treated with H20 (20 mL) and CHCI3 (20 mL), and then the organic layer was washed with brine, dried over MgS04, filtered, and evaporated. The crude residue was chromatographed (silica gel, MeOH/CftCh = 1/100) to afford compound 21 as a white solid (146 mg, 0.52 mmol, 92%).

4602-73-7, The synthetic route of 4602-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YU, Linda Chia-Hui; HSIN, Ling-Wei; LEE, Tsung-Chun; (0 pag.)WO2018/157233; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-28-7, 6-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

891785-28-7, To a stirred suspension of 6-bromoisoquinolin-3-amine (XV) (2. g, 8.97 mmol) in DMF (25.1 mL) at 0 C. was added 1-iodopyrrolidine-2,5-dione (2.02 g, 8.97 mmol) portionwise, The mixture was stirred at 0 C. for 1 hr. LC-MS of the mixture showed completion of the reaction and the desired product. The solvent was removed under vacuum, the residue was purified by C18 Silica gel (240 g) [0-?100% H2O/MeCN (0.1% Formic acid)] to produce 6-bromo-4-iodo-isoquinolin-3-amine (XVII) (1.95 g, 5.58 mmol, 62.2% yield) as a brown solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 6.41 (2H, br s), 7.40 (1H, dd, J=8.64, 1.78 Hz), 7.76-7.81 (1H, m), 7.82 (1H, d, J=8.51 Hz), 8.81 (1H, s); ESIMS found for C9H6BrIN2 m/z 348.9 (79BrM+H).

The synthetic route of 891785-28-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (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.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

R31 (500 mg, 2.2 mmol) in DMF (3 mL) is cooled down to 0 C. Under argon atmosphere NaH (60%, 121 mg, 3.0 mmol) is added and stirred for 20 min. Then methyl iodide (0.275 mL, 4.4 mmol) is added and the mixture is stirred for additional 1 h at 0 C. Ice water is added to the reaction mixture and the precipitate is filtered by suction and dried at 50 C. in the vacuum oven for 12 h. Yield 73%, m/z 240/242 [M+H]+, rt 0.89 min, LC-MS Method V012_S01., 147497-32-3

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); 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.27104-73-0,Methyl isoquinoline-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 11;: 3-Amino-6- [4- (2-hydroxy-2-isoquinolin-3-yl-ethylamino)-piperidin-1-yl]- 4-propyl-thieno [2, 3-b] pyridine-2-carboxylic acid amide Methyl 3-isoquinoline carboxylate (1.50 g, 8.01 mmol) was placed in 60 mL anhydrous toluene and cooled to 0 C. The solution was treated dropwise with 1M DIBAL solution in toluene (8.2 mL, 8.2 mmol). The solution gradually changed from colorless to yellow and then orange during addition. After 2 h another 2 mL 1M DIBAL solution in toluene was added and the mixture was left stirring another 1 h at 0-10 C. The mixture was then quenched with aqueous Na K tartrate solution, stirred 15 min then diluted with brine and EtOAc. The layers were separated and the aqueous was extracted twice with EtOAc. The combined organics were washed with brine repeatedly (emulsion), dried (MgS04), filtered and the solvent was removed in vacuo. An orange oil was thus obtained, which was purified by flash column chromatography on Si02 using CH2Cl2/MeOH eluent mixtures. The desired isoquinoline carboxaldehyde was isolated as a yellow solid, 420 mg (33% of theory).

27104-73-0, As the paragraph descriping shows that 27104-73-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/56562; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891785-30-1, 6-Bromo-3-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,891785-30-1

[00345] 3-Fluoroisoquinolin-6-ylboronic acid: A solution of 6-bromo-3- fluoroisoquinoline (9.10 g, 40.3 mmol) and triethylborate (1 1.8 g, 80.5 mmol) in THF (100 mL) was cooled to -78C. Butyllithium (1.6 M in hexanes 50.3 mL, 80.5 mmol) was added dropwise over 45 minutes. Over the course of the addition, the solution changed color from colorless to a light tan. The solution was stirred at -78C for 3 hours. The mixture was quenched with HCl (5 N, 120 mL) while in the cold bath at -78C, diluted with water (100 mL), and then extracted with EtOAc (3 x 200 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated. The solid residue was triturated with DCM (200 mL), and the solid was recovered by filtration to provide the title compound (6.0 g, 78 %). LCMS (API-ES) m/z: 192 (M+H*).

891785-30-1 6-Bromo-3-fluoroisoquinoline 58488294, aisoquinoline compound, is more and more widely used in various fields.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.106778-42-1,Isoquinoline-6-carbonitrile,as a common compound, the synthetic route is as follows.

A solution prepared by adding (4-bromobenzylydene)-(2,2-diethoxyethyl) amine (synthesized from 4-bromobenzaldehyde, according to the method described in J. Org. Chem., vol. 48, 3344-3346 (1983)) (51.4g, 0.189mmol) to an ice-cold concentrated sulfuric acid (20g) was added to a solution prepared by adding diphosphorus pentoxide (40g) to an ice-cold concentrated sulfuric acid (360g), and the solution was stirred at 160C for 2 hours. The reaction solution was gradually cooled to 0C, the solution was filtered through Celite pad, the filtrate was neutralized with sodium carbonate. This solution was further filtrated through Celite pad, this filtrate was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate), and 6-bromoisoquinoline (482mg, 1.2%) was obtained as an orange oil. Next, to a solution of 6-bromoisoquinoline (382mg, 1.84mmol) in N,N-dimethylformamide (3.8mL) were added zinc cyanide (431mg, 3.67mmol) and tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) under nitrogen atmosphere, and the mixture was stirred at 100C for 1 hour. Tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) was further added, and the mixture was stirred for 2.5 hours at 100C. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for extraction, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (hexane : ethyl acetate), and isoquinoline-6-carbonitrile (234mg, 83%) was obtained as a yellow solid. Lastly, isoquinoline-6-carbonitrile (51mg, 0.331 mmol) was dissolved in diethyleneglycol (1.0mL), potassium hydroxide (9mg, 0.166mmol) was added thereto, followed by stirring at 160C for 3 hours. The reaction mixture was allowed to room temperature, neutralized using hydrochloric acid, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, then, the solvent was evaporated. Water was added to the residue, the precipitated solid was collected, washed with water, dried in vacuo, so as to obtain the title compound (12mg, 21 %) as a yellow solid., 106778-42-1

The synthetic route of 106778-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eisai Co., Ltd.; EP1669348; (2006); 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.1075-12-3,7-Fluoroisoquinoline,as a common compound, the synthetic route is as follows.

7-Fluoroisoquinoline (45 g, 305 mmol) was dissolved in 350 mL of acetic acid and heated to 110 C. N-bromosuccinimide (NBS) (65 g, 367 mmol) was added in portions. After the addition, the reaction was carried out for 2 h, the solvent was removed, and the column (PE) was passed to obtain 20 g of the desired product (4-bromo-7-fluoro quinoline).

1075-12-3, As the paragraph descriping shows that 1075-12-3 is playing an increasingly important role.

Reference£º
Patent; Suzhou Kangrun Pharmaceutical Co., Ltd.; Zhao Xiaoying; Xu Weiliang; Xu Weizheng; (10 pag.)CN108314648; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem