Some tips on 164148-92-9

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature,6-amino-3,4-dihydroisoquinolin-2 (1H) -carboxylic acid, t-butyl ester (500 mg)Triethylamine (0.337 mL)And THF (10 mL)Was added 2,2,2-trichloroethyl chloroformate (0.333 mL)The resulting mixture was stirred in a nitrogen atmosphere,Stir at the same temperature for 10 minutes.At room temperature, water was added to the reaction mixture,And the aqueous layer was extracted with ethyl acetate.The extract was washed with water and brine and dried over anhydrous magnesium sulfate,And the solvent was removed by distillation under reduced pressure.A solution of 4M hydrochloric acid in ethyl acetate (5 mL) was added to a mixture of the residue and ethyl acetate (5 mL) at room temperature, and the resulting mixture was stirred under nitrogen atmosphere for 3 days.The precipitate was collected by filtration and washed with ethyl acetate to give the title compound (652 mg).

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANYLIMITED; HIRAYAMA, TAKAHARU; FUJIMOTO, JUN; CARY, DOUGLAS ROBERT; OKANIWA, MASANORI; HIRATA, YASUHIRO; (289 pag.)TW2017/14883; (2017); A;,
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Brief introduction of 552331-06-3

The synthetic route of 552331-06-3 has been constantly updated, and we look forward to future research findings.

552331-06-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.552331-06-3,6-Bromo-3-chloroisoquinoline,as a common compound, the synthetic route is as follows.

A solution of 6-bromo-3-chloro-isoquinoline (8.0 g, 33 mmol) and tributyl-(1 -ethoxyvinyl)- tin (14.88 g, 14 ml_, 41 .2 mmol) in toluene (100 ml.) was degassed with nitrogen for 30 min. Bis(triphenylphosphine)palladium(ll) dichloride (1.16 g, 1 .65 mmol, 5 mol%) was added and the reaction mixture was heated at 60C for 20 h. The reaction mixture was cooled to RT, the mixture was filtered and the filtrate was evaporated. The residue was purified by silica gel chromatography using a gradient of /’so-hexanes/ethyl acetate 20:1 to 10:1 to afford the title compound (7.1 g, 92%) as a yellow solid

The synthetic route of 552331-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; ACIRO, Caroline; STEADMAN, Victoria Alexandra; PETTIT, Simon Neil; POULLENNEC, Karine G.; LAZARIDES, Linos; DEAN, David Kenneth; DUNBAR, Neil Andrew; HIGHTON, Adrian John; KEATS, Andrew John; SIEGEL, Dustin Scott; KARKI, Kapil Kumar; SCHRIER, Adam James; JANSA, Petr; MACKMAN, Richard; WO2013/185103; (2013); A1;,
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Downstream synthetic route of 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

1350643-72-9, (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4 mg (0.013 mmol) of 4-chloro-6-fluoro-8-(4-methoxybenzyl)pyrido[2,3-d]pyrimidine-5(8H)-one prepared in step 5 and 4 mg (0.014 mmol) of (S)-3-(1-aminoethyl)-8-chloro-2-phenylisoquinoline-1(2H)-one were dissolved in 1 mL of anhydrous dimethylsulfoxide (DMSO), to which 6.6 muL (0.039 mmol) of diisopropylethylamine (DIPEA) was added, followed by stirring at 70 C. for 5 hours. The reaction mixture was cooled down to room temperature. Ethyl acetate and water were added thereto, followed by extraction. The extracted organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was separated by column chromatography (SiO2, eluent: hexane/ethyl acetate, 4/1->hexane/ethyl acetate, 1/1) to give 6 mg of the target compound (S)-4-((1-(8-chloro-1-oxo-2-phenyl-1,2-dihydroisoquinoline-3-yl)ethyl)amino)-6-fluoro-8-(4-methoxybenzyl)pyrido[2,3-d]pyrimidine-5(8H)-one as a pale yellow solid (0.010 mmol, yield: 82%). 1H NMR (300 MHz, CDCl3) delta 10.53 (d, J=6.6 Hz, 1H), 8.31 (s, 1H), 7.61 (d, J=6.9 Hz, 1H), 7.47-7.57 (m, 2H), 7.30-7.47 (m, 6H), 7.22 (d, J=8.2 Hz, 2H), 7.88 (d, J=8.2 Hz, 2H), 6.58 (s, 1H), 5.38 (s, 2H), 4.95 (q, J=4.2 Hz, 5.2 Hz, 1H), 3.79 (s, 3H), 1.46 (d, J=6.9 Hz, 3H)., 1350643-72-9

As the paragraph descriping shows that 1350643-72-9 is playing an increasingly important role.

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
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Downstream synthetic route of 552331-05-2

As the paragraph descriping shows that 552331-05-2 is playing an increasingly important role.

552331-05-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.552331-05-2,6-Bromo-1,3-dichloroisoquinoline,as a common compound, the synthetic route is as follows.

Example 80C 6-Bromo-3-chloro-isoquinoline A mixture of Example 80B (1.8 g, 6.5 mmol), P (0.48 g, 15.5 mmol) and HI (3 ml, 48%) in acetic acid (20 ml) was refluxed for 8 hours, filtrated under hot condition and concentrated under vacumm. The residue was basified by adding sodium hydroxide solution, treated with ethyl acetate (200 mL), washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 30% ethyl acetate/hexane to provide the title compound (0.81 g, 50%). MS (DCI/NH3) m/e 244 (M+H)+.

As the paragraph descriping shows that 552331-05-2 is playing an increasingly important role.

Reference£º
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert; Dinges, Jurgen; Hutchins, Charles; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/187026; (2003); A1;,
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Downstream synthetic route of 164148-92-9

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

A 1-butanol (10 mL) solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (1.00 g) and 2-chlorobenzoxazole (0.50 mL) was heated to reflux for 11 hours, then cooled to room temperature, and then diluted with ethyl acetate. The precipitate was collected by filtration, then washed with ethyl acetate, and dried under reduced pressure to obtain the title compound (791 mg, 65%) as a beige solid. MS (ESI) m/z: 266 (M + H)+.

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2256105; (2010); A1;,
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Analyzing the synthesis route of 69454-42-8

The synthetic route of 69454-42-8 has been constantly updated, and we look forward to future research findings.

69454-42-8, Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69454-42-8

Step B: A mixture of methyl l-oxo-l,2-dihydroisoquinoline-3-carboxylate (2.03 g, 10 mmol) and IN HCl/EtOH (20 mL) was stirred at 100 C for 3 h. The mixture was cooled to rt, concentrated under reduced pressure, and adjusted to pH 7 with aq sodium hydrogen carbonate. The mixture was then extracted with EtOAc and the combined organic layers were dried over Na2S04j filtered, and concentrated under reduced pressure to afford ethyl l-oxo-l,2-dihydroisoquinoline-3-carboxylate as a tan solid (1.8 g, 83%). 1H NMR (400 MHz, DMSO-d6) delta 11.19 (s, 1H), 8.26 (d, J= 8.0Hz, 1H), 7.92 (d, J= 8.0 Hz, 1H), 7.79-7.73 (m, 1H), 7.66-7.68 (m, 1H), 7.44 (s, 1H), 4.36 (q, J= 7.2 Hz, 2H), 1.36 (t, J= 7.2 Hz, 3H); LC-MS (ESI) m/z 218 (M+H)+

The synthetic route of 69454-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
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New learning discoveries about 20232-39-7

20232-39-7, 20232-39-7 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride 2724664, aisoquinoline compound, is more and more widely used in various fields.

20232-39-7, 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a 10 mL pressurized reaction vial, 0.5 mmolindole (1) or indole-2-carboxylic acid (6), 0.5mmol cyclic imine (2, 4, 9or 12) and Et3N (for theamount used see Table 1) were placed. Thereaction mixture was heated in an oil bath or in a CEM Discover SP MW reactor.The reaction conditions are listed in Tables 1 and 2 and the work-up procedurein the text

20232-39-7, 20232-39-7 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride 2724664, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Szatma?ri, Istva?n; Sas, Judit; Fu?lo?p, Ferenc; Tetrahedron Letters; vol. 54; 37; (2013); p. 5069 – 5071;,
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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.

To a solution of 7-bromo-3,4-dihydroisoquinolin-1(2H)-one (150 mg, 0.66 mmol) and 1 -(bromomethyl)-4-fluorobenzene (151 mg, 0.80 mmol) in 1 ,4-dioxane (5 ml) was added potassium t-butoxide (112 mg, 1.00 mmol). The resulting mixture was stirred at RT overnight. Solids were removed by filtration. Then the mixture was concentrated in vacuo to give 7-bromo-2-(4-fluorobenzyl)-3,4-dihydroisoquinolin-1(2H)-one (222 mg, yield: 100%). MS (M+H): 335.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); 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.

Step-3: Synthesis of tert-butyl 6-((1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (60 mg, 0.150 mmol, 1.0 eq) in (2.0 mL) of toluene was added m-CPBA (74 mg, 0.30 mmol, 2.0 eq) and allowed to stir at rt for 30 min. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (41 mg, 0.165 mmol, 1.1 eq) and DIPEA (0.104 mL, 0.600 mmol, 4.0 eq) were added and allowed to stir at rt for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (20 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-60% EtOAc in hexane] to afford the desired compound, tert-butyl 6-((1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (62 mg, 68.88%) as brown viscous.

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

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
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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

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;,
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