Downstream synthetic route of 891782-60-8

As the paragraph descriping shows that 891782-60-8 is playing an increasingly important role.

891782-60-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.891782-60-8,7-Bromo-3,4-dihydro-2H-isoquinolin-1-one,as a common compound, the synthetic route is as follows.

(b) 7-ethenyl-3,4-dihydro-l(2H)-isoquinolinoneA solution of 7-bromo-3,4-dihydro-l(2H)-isoquinolinone (0.679g, 3.004 mmol) and tetrakis(triphenylphosphine)palladium(0) (174 mg, 0.150 mmol) in 1,2-dimethoxyethane (30ml) was stirred at room temperature for 0.5h before addition of 2,4,6- trivinylcyclotriboroxane.pyridine complex (for a synthesis see Keri?s, Fergal; O’Shea, Donal F. J.Org.Chem. (2002), 67(14), 4968) (295 mg, 1.218 mmol), K2CO3 (415 mg, 3.004 mmol) and water (10 ml). The reaction was heated at reflux for 1.5h before cooling to room temperature and addition of water (50ml). The mixture was extracted with 10% methanol/dichloromethane (3 x 100ml), the organic layers were dried with magnesium sulphate and evaporated. Chromatography on silica, eluting with 0-100% ethyl acetate/hexane, gave the product (456 mg, 88%). MS (+ve ion electrospray) m/z 173 (MH+).

As the paragraph descriping shows that 891782-60-8 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/122258; (2007); A1;,
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Some tips on 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, 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.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

Example 104 Preparation of 6-bromo-3,4-dihydro-2-(2-tetrahydro-2H-pyran-2-yloxy)ethyl)iso-quinolin-1-one A solution of 6-bromo-3,4-dihydroisoquinolin-1-one (0.36 g, 1.6 mmol) in DMF at 0 C. was treated with sodium hydride (60% dispersion in mineral oil, 0.15 g, 4 mmol), stirred for 1 h, treated with 2-(2-bromoethoxy)tetrahydro-2H-pyran (0.26 mL, 1.7 mmol), allowed to warm to room temperature, stirred overnight, diluted with water and extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica, petroleum ether/ethyl acetate 2:8) to afford the title compound in 87% yield. 1H NMR (300 MHz, CDCl3): 7.92 (d, J=8.1 Hz, 1H); 7.46 (d, J=8.1 Hz, 1H); 7.27 (s, 1H); 4.59 (bs, 1H); 4.02-3.41 (m, 6H); 3.02-2.90 (m, 2H); 1.89-1.39 (m, 8H). LCMS (ESI) m/z 355.5 [M+H]+., 147497-32-3

147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Wyeth; US2009/69300; (2009); A1;,
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New learning discoveries about 205055-63-6

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

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;,
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Brief introduction of 164148-92-9

164148-92-9, As the paragraph descriping shows that 164148-92-9 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Compound 3 was dissolved in THF (2.0 mL) and a solution of N-Boc- tetrahydroisoquinoline in 2.OmL of THF was added dropwise (some precipitate formed) followed by the addition OfNEt3. The mixture was stirred at room temperature for 18 hours. The solvent was removed under reduced pressure and the crude was purified through silica gel column chromatography (EtOAc/Hexanes 0-30%). The product was not clean at this point. The product was washed with Et2O to give (0.36g) of compound 4 (purity 99%).

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; SURFACE LOGIX, INC.; WO2006/113910; (2006); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

190777-77-6, 5-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromoisoquinolin-1(2H)-one (501 mg, 2.23 mmol) was dissolved in DMF (10 mL), and sodium hydride (134 mg, 3.35 mmol) and ethyl iodide (0.271 mL, 3.35 mmol) were added. The mixture was stirred overnight at room temperature. After adding a saturated ammonium chloride aqueous solution, the reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (heptane/ethyl acetate = 80/20) to give Compound ar (268 mg, 1.06 mmol, 47%). ESI-MS: m/z 252, 254 [M + H]+. 1H-NMR (CDCl3) delta (ppm): 1.39 (t, J = 7.2 Hz, 3H), 4.06 (q, J = 7.2 Hz, 2H), 6.85 (dd, J = 7.7, 1.1 Hz, 1H), 7.17 (d, J = 8.1 Hz, 1H), 7.32 (dd, J = 7.7, 7.7 Hz, 1H), 7.87 (dd, J = 7.7, 1.1 Hz, 1H), 8.41 (d, J = 8.1 Hz, 1H)., 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
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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 891785-28-7

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

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, Step 1 To a solution Added 2-fluoropyridine-4-carboxylic acid (XXXVIII)(1.27 g, 8.97 mmol), HATU (1.7 g, 4.48 mmol), DMAP (0.55 g, 4.48 mmol)and 6-bromoisoquinolin-3-amine (XX)(1.0 g, 4.48 mmol)to MeCN (22.4 mL)followed by DIPEA (3.12 mL, 17.93 mmol)at room temperature then stirred at stirred at 60 C. for 90 min. One additional eq of HATU (1.7 g, 4.48 mmol)was added and the reaction was stirred overnight. Another 0.05 eq HATU was added and stirred for another 1 h. The reaction was poured into 300 mL of water, the solid was filtered and washed with MeOH, to produce N-(6-bromoisoquinolin-3-yl)-2-fluoroisonicotinamide (XXXIX)as an off-white solid (1.38 g, 3.99 mmol, 89.0% yield). ESIMS found for C15H9BrFN3O m/z 346.2 (M+H).

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (2017); A1;,
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Brief introduction of 34784-04-8

The synthetic route of 34784-04-8 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.34784-04-8,5-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

 

Some tips on 1239463-43-4

1239463-43-4 5-Bromo-6-fluoroisoquinoline 68757738, 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.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;,
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Analyzing the synthesis route of 891785-28-7

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

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;,
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