New learning discoveries about 82827-09-6

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, To a solution of 3.93 g (17.5 mmol) 6-Bromo-2H-isoquinolin-1-one (6) in 150 ml Toluene were added 12.13 g (44.0 mmol) silver carbonate and 3.60 g (21.1 mmol) of benzyl bromide. The reaction mixture was refluxed for 1.5 h and then cooled to room temperature. The solution was filtered. The filtrate was washed with water and the aqueous phase extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate and evaporated. Final purification was achieved by preparative HPLC. Rt = 2.47 min (Method B). Detected mass: 314.1/316.5 (M+H+).

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

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

 

Downstream synthetic route of 82827-09-6

As the paragraph descriping shows that 82827-09-6 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.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, 6-Bromo-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (13); 28.18 g (125.8 mmol) 6-bromo-2H-isoquinolin-1-one (6) were dissolved in 200 ml dimethylacetamide and 7.55 g (188.7 mmol) sodium hydride (60%) were added at room temperature. After stirring for 30 minutes, 29.94 g (188.7 mmol) 4-methoxy- benzylchloride were added and stirring was continued at room temperature until complete conversion was detected. The solvent was removed under reduced pressure, the residue taken up in saturated NaHCO3-solution and extracted three times with dichloromethane. The organic layers were dried with MgSO4 and evaporated. Final purification was achieved by silicagel chromatography. Rt = 1.93 min (Method B). Detected mass: 344.1 (M+H+).

As the paragraph descriping shows that 82827-09-6 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77553; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 82827-09-6

82827-09-6 6-Bromoisoquinolin-1(2H)-one 15885182, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.82827-09-6,6-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

82827-09-6, General procedure: Aryl halide (1 equiv), bis-pinacolato-diboron (1.5-3 equiv), Pd(dppf)Cl2 (0.05-0.1 equiv), and KOAc (3-6 eq.) were suspended in DMF (2-6 mL). The mixture was then heated at 90 C for 2-6 h, cooled to rt, diluted with H2O (10 mL) and extracted with EtOAc (3 ¡Á 5 mL). The organic layer was dried (MgSO4) and the solvent removed in vacuo. The residue was purified by chromatography using a stepped gradient of 0-10% EtOAc in heptane to yield the desired boronic ester.

82827-09-6 6-Bromoisoquinolin-1(2H)-one 15885182, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Niculescu-Duvaz, Dan; Niculescu-Duvaz, Ion; Suijkerbuijk, Bart M.J.M.; Menard, Delphine; Zambon, Alfonso; Davies, Lawrence; Pons, Jean-Francois; Whittaker, Steven; Marais, Richard; Springer, Caroline J.; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1284 – 1304;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, A solution of 6-bromoisoquinolin-1 (2H)-one (Example 1b, 2.5 g) dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) under nitrogen. The resulting mixture was stirred at 100 0C for 8 h. Further cesium carbonate (1 eq), 3-brbmo-2,2-dimethylpropan-1-ol (1 eq) and water (5ml_) were added and the resulting mixture was stirred at 130 C for 10 h. The incomplete reaction was diluted with water and extracted with ethyl acetate. The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) and sodium iodide (0.167 g) under nitrogen and heated at 130 0C for 10 h. The reaction mixture was diluted with water (250 mL), and extracted with ethyl acetate (300 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was purified by (SiO2 chromatography, elution 60% diethyl ether in isohexane) to afford the subtitle compound (0.93 g) as a solid. 1H NMR 5 (CDCI3) 8.30 (d, 1H), 7.75 – 7.68 (m, 1H), 7.60 (d, 1 H), 7.05 (d, 1 H), 6.46 (d, 1H), 4.66 (t, 1H), 3.91 (s, 2H), 3.09 (d, 2H), 1.02 (s, 6H)

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, Example 25 6-Bromo-4-chloroisoquinolin-1(2H)-one 6-Bromoisoquinolone (300 mg) was dissolved in N,N-dimethylacetamide (7.0 mL), NCS (215 mg) was added to the solution and the mixture was stirred at 50 C. for 50 minutes. Water was added to the reaction liquid, the insoluble material precipitated out of the liquid was collected by filtration and then washed with isopropyl alcohol to give a desired product (245 mg) as yellow powder. 1H NMR (CDCl3, 400 MHz): delta 7.56 (1H, d, J=6.1 Hz), 7.78 (1H, dd, J=8.6, 1.8 Hz), 7.92 (1H, d, J=1.8 Hz), 8.14 (1H, d, J=8.6 Hz), 11.72 (1H, s). ESIMS (+): 258 [M+H]+.

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kohno, Yasushi; Sumiya, Tatsunobu; Takita, Satoshi; Kojima, Akihiko; US2011/178041; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen atmosphere, 22 mg of 60% sodium hydride was added at 0C to 3 ml solution of dimethylformamide with 100 mg of 6-bromo-2H-isoquinoline-1-one, and the mixture was stirred for 30 min. 0.04 ml of ethyl iodide was added at 0C, and the mixture was stirred at room temperature for 3 hours. Cold water was added to the reaction solution, extracted with chloroform. Chloroform layer was washed with saturated saline solution, and dried with anhydrous sodium sulfate. After distilling out the solvents under reduced pressure, the residues were separated and purified by thin-layer chromatography (hexane/ethyl acetate=3/1) to obtain 30 mg of the above compound as a white solid. 1HNMR(400MHz,CDCl3.)delta.:1.38(3H,t,J=7.4Hz), 4.04(2H,q,J=7.2Hz), 6.41(1H,d,J=7.2Hz), 7.10(1H,d,J=7.6Hz), 7.56(1H,dd,J=1.8,8.6Hz), 7.67(1H,d,J=2.0Hz), 8.28(1H,d,J=8.4Hz) ESI-MS Found:m/z 253.9[M+H]+

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1726585; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem