Category: 205055-63-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.205055-63-6,6-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

D. 1-Chloroisoquinoline-2-sulfonyl chloride 6-Bromo-1-Chloroisoquinoline (2.69 g, 11 mmol) is converted to the title compound by the method described in EXAMPLE 1, Part D except that the crude product was washed with hexane to give a yellow solid (3.6 g) which was used without further purification; EI MS, M+ =261, 263., 205055-63-6

205055-63-6 6-Bromo-1-chloroisoquinoline 22250244, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5731315; (1998); A;; ; Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US6034093; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

205055-63-6, 6-Bromo-1-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-bromoisoquinolin-1-amine Into a 30-mL sealed tube, was added 6-bromo-1-chloroisoquinoline (1.50 g, 6.19 mmol), ammonia (15 mL) and dioxane (5 mL). The reaction mixture was stirred for 48 h at 120 C. in an oil bath. The solution was diluted with 20 mL of water and the aqueous layer was extracted with 2*50 mL of dichloromethane. The organic layers were combined, dried over sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography with methanol:dichloromethane (2:10). This resulted in 0.50 g (36%) of 6-bromoisoquinolin-1-amine as a yellow solid. [M+H]+ 222/224. Rt 0.91 min (method R).

205055-63-6, 205055-63-6 6-Bromo-1-chloroisoquinoline 22250244, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); 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.205055-63-6,6-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.

Step 3. R-[4-Chloro-3-(5-phenyl-lH-imidazol-2-yl)-phenyl]-[6-(2-methyl- morpholin-4-yl)-isoquinolin-l-yl] -amine [0067] A mixture of l-chloro-6-bromo-isoquinoline (242 mg, 1.00 mmol), which is prepared according to literature procedure [1], R-2-methylmorpholine hydrochloride (138 mg, 1.00 mmol), Pd2(dba)3 (18.3 mg, 0.02 mmol), xantphos 34.7 mg, 0.06 mmol), and ?-BuONa (288 mg, 3.00 mmol) is subject to vacuo and backfilled with argon. Toluene (1.8 mL) is then added and the mixture was heated at 100 0C for 2 hours. After the reaction mixture is cooled to room temperature, it is directly loaded to a silica gel column and is chromatographed (DCM: EtOAC = 100 : 3) to give l-chloro-6-(2-R- methyl-morpholin-4-yl)-isoquinoline as an oil.[0068] A mixture of l-chloro-6-(2-R-methyl-morpholin-4-yl)-isoquinoline (26.3 mg, 0.1 mmol), 4-chloro-3-(5-phenyl-l//-imidazol-2-yl)-phenylamine (27.0 mg, 0.1 mmol), Pd2(dba)3 (9 mg, 0.01 mmol), xantphos 17 mg, 0.03 mmol), and K3PO4 (64 mg, 0.3 mmol) is subject to vacuo and backfilled with argon. 1,4-Dioxane (0.4 mL) is then added and the mixture is heated under stirring at 96 0C overnight. After it is cooled to room temperature, the reaction mixture is redistributed between ethyl acetate (30 mL) and saturated solution of ammonium chloride (30 mL). The organic phase is separated, dried with Na2SO4, and evaporated to give a residue which is subject to reverse -phase preparative LC-MS (acetonitrile/water/TFA gradient 10-90 % CH3CN in 7.5 min, Ultro 120 5uM C18Q, 75x30mmID). The collected water/MeCN solution of the TFA salt of the product is evaporated to remove the acetonitrile. A saturated aqueous solution of NaHCO3 is added to raise the pH to 8-9. Then ethyl acetate is used to extract the product and the organic phase is dried with Na2SO4. Evaporation of the solvent yields the free- based R-[4-chloro-3-(5-phenyl-lH-imidazol-2-yl)-phenyl]-[6-(2-methyl-mophiholin-4-yl)- isoquinolin-l-yl]-amine. 1H NMR 400 MHz (MeOD) delta 8.19 (d, / = 9.2 Hz, IH), 7.97- 7.91 (m, IH), 7.79-7.71 (m, IH), 7.50 (s, IH), 7.44 (d, J = 8.8 Hz, IH), 7.40-7.31 (m, IH), 7.26-7.18 (m, IH), 7.05-7.01 (m, IH), 4.03-3.97 (m, IH), 3.90-3.64 (m, 4H), 2.92- 2.81 (m, IH), 2.58-2.50 (m, IH), 1.24 (d, J= 6.0 Hz, 3H). LRMS m/z 496.3 (MH+).

205055-63-6, As the paragraph descriping shows that 205055-63-6 is playing an increasingly important role.

Reference£º
Patent; IRM LLC; CHENG, Dai; HAN, Dong; GAO, Wenqi; JIANG, Jiqing; PAN, Shifeng; WAN, Yongqin; WO2008/14291; (2008); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem