New learning discoveries about 34784-05-9

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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.

[00228] Methyl isoquinoline-6-carboxylate: To a solution of 6- bromoisoquinoline (10 g, 48 mmol), purchased from Gateway Chemical Technology, Inc., in 200 mL of 1 :1 DMF:MeOH was added sodium acetate (5.0 g, 61 mmol), triphenylphosphine (3.8 g, 14 mmol), and palladium(II) acetate (2.8 g, 12 mmol). The vessel was charged with 300 kPa of carbon monoxide. The vessel was then purged. This charging purging sequence was repeated three times, then the vesel was charged with 300 kPa of CO and heated to 1000C. After 15 hours, the reaction was judged to be complete by LC/MS. The reaction was filtered through Celite (eluting with EtAOc) and the resulting mixture was concentrated under reduced pressure. The residue was taken up in 250 mL of EtOAc and washed three times with water and once with brine. The mixture was then dried over MgStheta4, filtered, and concentrated under reduced pressure. Flash chromatography on silica gel (10% to 35% EtOAc/hexanes) afforded methyl isoquinoline-6-carboxylate as a white powder (7.0 g, 78% yield): LCMS (API ES) m/z 188 [M+l+].

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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

 

Some tips on 34784-05-9

As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

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.

To a solution of 51.0 g (245.1 mmol) of 6-bromo-isoquinoline (3) in 800 ml of dichloromethane were added under mechanical stirring 90.6 g (367.6 mmol) of 3- chloro-benzenecarboperoxoic acid (70%). After stirring for 4 h at room temperature and standing overnight, saturated sodium hydrogen carbonate-solution was added until two clear layers were obtained. The dichloromethane solution was separated and washed with saturated NaCI-solution. The aqueous layers were extracted with a chloroform/isopropanol (3:1) mixture and the organic layers were combined, washed again with saturated NaCI-solution, dried over magnesium sulfate and evaporated. The obtained crude product (53,0 g) was used without further purification. Rt = 0.89 min (Method C). Detected mass: 226.2 (M+H+)., 34784-05-9

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Reference£º
Patent; SANOFI-AVENTIS; WO2008/77552; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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

To a suspension of 6-bromoisoquinoline (624 mg, 3.0 mmol) and Pd(PPh3)4 (173 mg, 0.15 mmol) in DMF (6 mL) was added Zn(CN)2 (210 mg, 1.8 mmol), and the reaction mixture was stirred at 90 C under N2 for 24 h. After cooling to room temperature, H2O (40 mL) was added and the mixture was extracted with ethyl acetate (40 mL x 3). The combined organic layers were washed with brine (30 mL x 3) and dried over Na2SO4. After concentration and purification by column chromatography (petroleum ether/ethylacetate = 3:1), 55 was obtained as a white solid (360 mg, 78%). 1H NMR (400 MHz, CDCl3) d 9.37 (s, 1H), 8.70 (d, J = 5.6 Hz, 1H),8.25 (s, 1H), 8.10 (d, J = 8.4 Hz, 1H), 7.77 (d, J = 8.4 Hz, 1H), 7.73(d, J = 5.6 Hz, 1H)., 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Xu, Zhixiang; Xu, Xiangxiang; O’Laoi, Ruadhan; Ma, Haikuo; Zheng, Jiyue; Chen, Shuaishuai; Luo, Lusong; Hu, Zhilin; He, Sudan; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu; Bioorganic and Medicinal Chemistry; vol. 24; 22; (2016); p. 5861 – 5872;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 34784-05-9

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

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

34784-05-9, 6-bromoisoquinoline (1.80g, 8.66 mmol) was dissolved in DCM (40 ml_), after cooling down the reaction to 0C m-CPBA (2.30 g, 1.3 eq, 77% max) was added slowly in small portion. The reaction was warmed up to RT to become a kind of white suspension. In 4 hours, 100ml_ DCM was added into the solution, and washed with saturated Na2C03 solution, water and brine. The separated organic layer was dried over Na2S04 and removed under the vacuum to get the yellow solid N-oxide 6-bromoisoquinoline without further purification (1.82 g, yield -93%).

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

Reference£º
Patent; CUREGENIX CORPORATION; QIN, Xiaoli; AN, Songzhu; HUANG, Tao; (131 pag.)WO2016/191525; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 34784-05-9

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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.

200g of the starting material 6-bromo-isoquinoline was added to 2L of dichloromethane, then added portionwise content of 300g of 85% m-chloroperbenzoic acid, keeping the temperature between 25-30 & deg.] C, the addition was complete after the inter-chloroperbenzoic acid, the reaction system over 18h, TLC displayed after completion of the reaction, the entire system was filtered off with suction, the filter cake was dried to obtain the product of step S1 6-bromo-isoquinoline nitrogen oxide mixture.

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Luhe Ningyuan Technology Co., Ltd.; Jiang Yongjun; Xing Lixin; Liu Bo; (11 pag.)CN106831576; (2017); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 34784-05-9

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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.

200g of the starting material 6-bromo-isoquinoline was added to 2L of dichloromethane, then added portionwise content of 300g of 85% m-chloroperbenzoic acid, keeping the temperature between 25-30 & deg.] C, the addition was complete after the inter-chloroperbenzoic acid, the reaction system over 18h, TLC displayed after completion of the reaction, the entire system was filtered off with suction, the filter cake was dried to obtain the product of step S1 6-bromo-isoquinoline nitrogen oxide mixture.

34784-05-9, The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Luhe Ningyuan Technology Co., Ltd.; Jiang Yongjun; Xing Lixin; Liu Bo; (11 pag.)CN106831576; (2017); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

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.

A solution of 6-bromoisoquinoline (274 mg, 1.3 mmol) in dry tetrahydrofuran (2 mL) was added dropwise to a solution of n-butyl lithium (1.6 M in hexane, 0.8 mL, 1.3 mmol) at -78 C and stirred at this temperature for 30 minutes. Then 2,6,6-trimethylcyclohex-1-enecarbaldehyde (100 mg, 0.66 mmol) in dry tetrahydrofuran (1.5 mL) was added and stirring at -78 C was continued for 1 hour after which the reaction was allowed to warm slowly to room temperature. The mixture was quenched with saturated aqueous ammonium chloride and the organics extracted extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the title compound (131 mg, Yield: 71%). Rf 0.5 (2:1 petroleum ether/ethyl acetate); 1H NMR (400 MHz, CDCl3) delta 9.22 (s, 1 H), 8.50 (d, J = 5.6 Hz, 1 H), 7.92 (d, J = 8.4 Hz, 2 H), 7.65 (d, J = 6.4 Hz, 2 H), 5.55 (s, 1 H), 2.00 (t, J = 6.0 Hz, 2 H), 1.74-1.56 (m, 5 H), 1.33 (s, 3 H), 1.24 (s, 3 H), 1.17 (s, 3 H) ppm; Mass spectrum (ESI +ve) m/z 282 (M + H+)., 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bikam Pharmaceuticals, Inc.; Garvey, David, S.; Greenwood, Jeremy, R.; Frye, Leah, L.; EP2944628; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 34784-05-9

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

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.

Specific preparation methods are: no special protection, clean air to a single-necked flask were added sequentially magneton, 6-bromo-isoQuinoline (83.2mg, 0.4mmol), added elemental iodine (20mg, 20mol%), 70% of the mass fraction of the water phase of t-butylperoxyHydrogen (152mg, 1.2mmol), then add toluene (728.8mg, 8mmol), toluene as both reactant and as a solvent, at 150 After 1 hour TLC showed the starting material 6-bromo-isoquinoline consumed completely. Heating was stopped to quench the reaction. Without CraftsTake on a wet sample directly, 200-300 mesh silica gel column chromatography, a mixed solvent of ethyl acetate and petroleum ether (1: 6) rinse. SeparateA compound of formula VIIIa structural formula 92.6mg, 74% yield;

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

Reference£º
Patent; Xiangtan University; Yang, Luo; Luo, Wenkun; (17 pag.)CN105503724; (2016); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 34784-05-9

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

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

EXAMPLE 38; N-(2-chloro-5-(6-isoquinolinyl)-3-pyridinyl)-4-fluorobenzenesulfonamide; (Some starting materials may be obtained from Kalexsyn, Kalamazoo, MI) A glass microwave reaction vessel was charged with 6-bromoisoquinoline (120 mg, 0.58 mmol), N- (2-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-3-yl)-4- fluorobenzenesulfonamide (262 mg, 0.6 mmol), l,l’-bis(diphenylphosphino)ferrocene-palladium dichloride (32 mg, 0.04 mmol), sodium carbonate (183 mg, 1.730 mmol), and dioxane-H2O(2: l, 3 mL). The reaction mixture was sealed and heated at 1000C for 1 h. Water was added in, and the suspension was filtered, the solid was air-dry. The crude product was chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 2% to 5% MeOH in CH2Cl2 to provide N-(2-chloro-5-(isoquinolin-6-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (20 mg, 8.4% yield) as a white solid. MS (ESI pos. ion) m/z: calc’d for C20Hi3ClFN3O2S:413.0; found: 414.0(MH+). 1H NMR (400 MHz, DMSO-(I6) delta ppm 7.44(t,J=8.80 Hz, 2 H) 7.82-7.85 (m, 2 H) 7.93 (d, J=5.87 Hz, 1 H) 8.00 (dd, J=8.61, 1.37 Hz, 1 H) 8.16 (d, J=2.15 Hz, 1 H) 8.29 (d, J=8.61 Hz, 1 H) 8.33 (s, 1 H) 8.58 (d, J=5.67 Hz, 1 H) 8.75 (s, 1 H) 9.40 (s, 1 H) 10.58 (s, 1 H).

34784-05-9, As the paragraph descriping shows that 34784-05-9 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 34784-05-9

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

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

6-bromoisoquinoline (5.0g, 24.0mmol) was dissolved in N, N-dimethylformamide (25mL) and zinc cyanide (1.69g, 14.4mmol) was added. The suspension was degassed under argon bubbling for 10min before Pd(PPh3)4 (1.39g, 1.2mmol) was added. The reaction mixture was heated to 90C for 10h and then diluted with ethyl acetate. The solution was washed brine for three times, dried over anhydrous sodium sulfate, and concentrated in vacuum. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate, v/v, 75:25) to give the title product as white solid (2.79g, 84%). 1H NMR (300MHz, CDCl3) delta 9.36 (s, 1H), 8.69 (d, J=5.7Hz, 1H), 8.24 (s, 1H), 8.10 (d, J=8.6Hz, 1H), 7.74 (dd, J=12.6, 7.1Hz, 2H).

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

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem