Analyzing the synthesis route of 34784-05-9

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

General procedure: 1,3-Dimethylbarbituric acid-based alkenes 1 (0.2 mmol), isoquinolines 2 (0.2 mmol) and methyl perfluoroalk-2-ynoates 3 (0.24 mmol) were stirred in MeCN (2.0 mL) at 50 C for 2 h. When methyl 4,4,4-trifluorobut-2-ynoate 3a was used as substrate, the solvent was removed under reduced pressure, DCM (1.0 mL) and silica gel (200 mesh, 0.5 g) were added. The mixture was stirred at room temperature for another 1 h. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel by eluting with petroleum ether / ethyl acetate (10:1) to afford the desired products 4; If methyl 4,4,5,5,5-pentafluoropent-2-ynoate 3b or methyl 4,4,5,5,6,6,6-heptafluorohex-2-ynoate 3c was served as starting material, the solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel by eluting with petroleum ether / ethyl acetate (10:1) to afford the desired products 4 and 4′.

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

Reference£º
Article; Yu, Minhui; Wu, Yueci; Peng, Xin; Han, Jing; Chen, Jie; Kan, Yuhe; Deng, Hongmei; Shao, Min; Zhang, Hui; Cao, Weiguo; Journal of Fluorine Chemistry; vol. 216; (2018); p. 33 – 42;,
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New learning discoveries about 475994-60-6

As the paragraph descriping shows that 475994-60-6 is playing an increasingly important role.

475994-60-6,475994-60-6, 8-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-3: (0534) Preparation of ethyl 2-(8-bromo-1-oxoisoquinolin-2(1H)-yl)acetate: (0535) [00227] A mixture of 8-bromoisoquinolin-1(2H)-one (2.5 g, 11.15 mmol), ethyl 2- bromoacetate (2.5 mL, 22.31 mmol) and potassium carbonate (4.62 g, 33.47 mmol) in acetone (100 mL) was heated at 60 ¡ãC for 2 h. The reaction mixture was filtered and the filtrate was concentrated. The crude product was purified by column chromatography using 30percent ethyl acetate in hexane to afford the title compound ethyl 2-(8-bromo-1-oxoisoquinolin-2(1H)- yl)acetate (2.1 g, 61percent yield) as a brownish solid. Calculated (M+H): 310.00; Found (M+H): 310.0

As the paragraph descriping shows that 475994-60-6 is playing an increasingly important role.

Reference£º
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITE, Frank, S.; FANGER, Christopher; (390 pag.)WO2017/100591; (2017); A1;,
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Simple exploration of 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 42: 6-Bromo-4-chloroisoquinoline:6-Bromoisoquinoline (Bioorg. Med. Chem. Lett. 2002, 12, 827) (200 mg) was dissolved in sulfuryl chloride (0.5 mL) and the resultant solution was stirred at 60C for 5 minutes. Sulfuryl chloride (0.5 mL) was added to the resultant solution and the mixture was further stirred for 10 minutes. A saturated aqueous sodium hydrogen carbonate solution was added to this reaction mixture and the mixture was extracted three times with ethyl acetate. The combined organic layers were washed with saturated brine and dried over anhydrous sodium sulfate and then the solvent was distilled off under reduced pressure. The resultant residue was purified by the silica gel column chromatography (hexane: ethyl acetate = 2:1) to obtain the desired compound (119 mg) as colorless powder. 1H NMR (CDCl3, 400 MHz): delta 7.78 (1H, dd, J = 8.6, 1.8 Hz), 7.88 (1H, d, J = 8.6 Hz), 8.39 (1H, d, J = 1.8 Hz), 8.61 (1H, s), 9.12 (1H, s). EIMS (+): 241 [M]+., 34784-05-9

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

Reference£º
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2351748; (2011); A1;,
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Some tips on 215453-53-5

The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.

215453-53-5, 7-Bromoisoquinolin-1-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1-amine (Intermediate 111a) and isoquinolin-1-amine-7 boronic acid (Intermediate 111b) KOAc (264 mg, 2.69 mmol) was activated by adding it to a round bottom flask, which was then heated to 250C under vacuum for 2 min, and then allowed to cool to rt under vacuum for an additional 10 min, after which time a N2 atmosphere was continuously maintained. Dry DMSO (2 mL) was added, followed by the addition of commercially available 7-bromoisoquinolin-1-amine (150 mg, 0.67 mmol) and bis(pinacolato)diboron (256 mg, 1.0 mmol). Pd (dppf)Cl2 (49.2 mg, 0.067 mmol) was added, and the reaction flask was evacuated under high vacuum and then repressurized with N2 three times. The flask was then placed in an oil bath preheated to 80C, and allowed to stir for 2.5 h. The reaction was cooled to rt, and solvents were evaporated under reduced pressure. The crude reaction residue was then redissolved into CH2Cl2, and allowed to sit for 5 min to allow for byproducts to precipitate. The precipitate was filtered off. Evaporation of the CH2Cl2 in vacuo resulted in more byproduct precipitation, and so the residue was redissolved in CH2Cl2 and the process was repeated until no further precipitation was observed. The crude brown residue was then diluted with H2O (1 mL), and lyophilized to removed trace DMSO, resulting in a brown solid, which was comprised of a mix of Intermediate 111a and Intermediate 111b, as determined by LCMS. This crude mixture was used without further purification. Intermediate 111a Formula: C15H19BN2O2 Exact Mass: 270.15 Molecular Weight: 270.13. Analytical data for Intermediate 111a: ESI-MS [M+H]+ calcd for C15H19BN2O2H+ 271.16, found 271.3. Intermediate 111b Formula: C9H9BN2O2 Exact Mass: 188.08 Molecular Weight: 187.99. Analytical data for Intermediate 111b: ESI-MS [M+H]+ calcd for C9H9BN2O2H+ 189.08, found 189.2., 215453-53-5

The synthetic route of 215453-53-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FIMBRION THERAPEUTICS, INC.; JANETKA, James, W.; MYDOCK-MCGRANE, Laurel; (136 pag.)WO2017/156508; (2017); A1;,
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Brief introduction of 941294-25-3

The synthetic route of 941294-25-3 has been constantly updated, and we look forward to future research findings.

941294-25-3,941294-25-3, 1,3-Dichloro-7-fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1,3-dichloro-7-fluoroisoquinoline (1 g, 4.6 mmol) in NMP (15 mL) was added (S)-tert-butyl 3-aminopyrrolidine-1-carboxylate (1.72 g, 9.3 mmol) and Et3N (1.4 g, 14 mmol). The reaction mixture was heated at 160 C. for 2 hours. The mixture was subsequently partition between H2O (20 mL) and EtOAc (20 mL). The aqueous phase was extracted with EtOAc (3*20 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography eluting with petroleum ether and ethyl acetate (PE/EA=10:1-5:1 gradient) to give the title compound (1.2 g, 70%). 1H NMR (400 MHz, DMSO-d6) delta ppm 8.26-8.23 (d, J=10.8 Hz, 1H), 7.82-7.80 (dd, J1=8.8 Hz, J2=5.2 Hz, 1H), 7.68-7.67 (d, J=5.6 Hz 1H), 7.63-7.60 (t, J=8.8 Hz, 1H), 7.10 (s, 1H), 4.63-4.53 (m, 1H), 3.70-3.66 (m, 1H), 3.48-3.45 (m, 1H), 3.29-3.26 (m, 1H), 2.23-2.18 (m, 1H), 2.03-1.97 (m, 1H), 1.40 (s, 9H).

The synthetic route of 941294-25-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; Lawson, John David; Sabat, Mark; Scorah, Nicholas; Smith, Christopher; Vu, Phong H.; Wang, Haixia; US2014/256734; (2014); A1;,
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Downstream synthetic route of 51206-40-7

As the paragraph descriping shows that 51206-40-7 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.51206-40-7,1,4-Dibromoisoquinoline,as a common compound, the synthetic route is as follows.,51206-40-7

A flask containing 1,4-dibromoisoquinoline (5.0 g, 17.4 mmol), Nal (10.4 g, 69.7 mmol) and acetyl chloride (2.05 g, 26.1 mmol) was heated to reflux overnight. Upon cooling the reaction was quenched with H2O and then carefully basified with sat. NaHCO3. The organics were extracted with EtOAc (2¡Á), washed with sat. NaCI and dried over MgSO4. The solvent was removed in vacuo and the residual oil purified on the Biotage (5-10% EtOAc/hexanes) yielding 3.04 g (9.10 mmol) of 4-bromo-1-iodoisoquinoline. 1H NMR (400 MHz, CDCl3) delta 8.45 (s, 1H), 8.12-8.08 (m, 2H), 7.83 (m, 1H), 7.73 (m, 1H) ppm.

As the paragraph descriping shows that 51206-40-7 is playing an increasingly important role.

Reference£º
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); 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.

Intermediate 91 : 1 ,1-Dimethylethyl 6-ralphai-r(3.4-dichlorophenyl)methyll-1 H-1 ,2,3-triazol-4- yl}carbonyl)amino1-3,4-dihvdro-2(1 /-/)-isoquinolinecarboxylate; A mixture of 1-[(3,4-dichlorophenyl)methyl]-1 H-1,2,3-triazole-4-carboxylic acid (Intermediate 65) (0.1g, 0.37mmol), 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (91 mg, 0.37mmol), HATU (0.182g, 0.48mmol) and DIPEA (83muL, 0.48mmol) in DMF (5mL) was stirred at room temperature overnight. The mixture was evaporated and the residue was washed with water (2OmL) and extracted with DCM (2OmL). The organic phase was dried over Na2SO4, filtered and concentrated to give the title compound as a brown oil (1 18mg, 64%).LC/MS: m/z 500 (M-H)+, Rt: 3.80 min.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/16216; (2009); 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 solution of 1,1′-thiocarbonyldipyridin-2(1H)one(0.251 g, 1.080 mmol) in dichloromethane at room temperature was added 6-bromoisoquinolin-3-amine (0.241 g, 1.080 mmol). The solution was stirred at room temperaturefor 3 hours. LC/MS indicated formation of the desired product.The deep orange solution was purified by silica gel chromatography (0-10% ethyl acetate-hexanes) to afford: 6-bromo-3-isothiocyanatoisoquinoline (0.1 g, 0.377 mmol,35% yield) as a yellow oil.

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
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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

A mixture of 6-bromoisoquinoline (208 mg, 1 mmol), bis(pinacolato)diboron (279 mg, 1.1mmol), KOAc (323 mg, 3.3 mmol) and Pd(dppf)2Ci2 (73 mg, 0.1 mmol) in DMSO (3 ml) was heated ina microwave for 10 min at 160C. The mixture was diluted with water (20 ml) and extracted with10 EtOAc (4 x 20 ml). The combined EtOAc was washed with water (15 ml) and brine (15 ml) then dried(Na2S04). The solvent was removed to give the titled compound which was used directly for nextstep.

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

Reference£º
Patent; LEXICON PHARMACEUTICALS, INC.; BI, Yingzhi; CARSON, Kenneth Gordon; CIANCHETTA, Giovanni; GREEN, Michael Alan; KUMI, Godwin; LIANG, Zhi; LIU, Ying Jade; MAIN, Alan; ZHANG, Yulian; ZIPP, Glenn Gregory; WO2013/134219; (2013); A1;,
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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;,
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