Category: isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19493-45-9,3-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

Compound A1 (5 mmol) and compound B5 (6 mmol) were weighed into a three-necked flask, Pd(pph3)4 (0.15 mmol) was added as a catalyst, and K2CO3 (16 mmol) was added.In a double-row tube, vacuum-nitrogen gas-vacuum was evacuated and the cycle was repeated three times. Finally, the reaction system was protected with nitrogen gas.Add 15 mL each of dimethyl ether and water with a syringe and heat to reflux.The reaction was refluxed for 24 h and cooled to room temperature. After vortexing, the column was purified to give the product 51.

19493-45-9, 19493-45-9 3-Chloroisoquinoline 640968, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Shanghai Hehui Optoelectric Co., Ltd.; Liang Hua; (13 pag.)CN107586308; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

660830-62-6, Ethyl 7-bromoisoquinoline-3-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,660830-62-6

To a solution of ethyl 7-bromoisoquinoline-3-carboxylate (0.46 g, 1.6 mmol) in dichloromethane (10 mL) at 0 C was added 3-chlorobenzoperoxoic acid (0.55 g, 2.4 mmol) in one portion. The resulting solution was stirred at room temperature for 22 h, quenched with saturated aqueous NaHCO3 (20 mL) and extracted with dichloromethane (3 x 40 mL). The combined extracts were dried over Na2504, filtered and concentrated in vacuo todryness. The residue was loaded onto an Isco solid load cartridge and purified by flash chromatography on Si02 (60-95% EtOAc/hexanes) to give 7-bromo-3- (ethoxycarbonyl)isoquinoline 2-oxide (0.34 g, 1.1 mmol, 70% yield) as a white solid. MS (ESI) m/z: 297.9 (M+H).

As the paragraph descriping shows that 660830-62-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CARPENTER, Joseph E.; BROEKEMA, Matthias; FENG, Jianxin; LIU, Chunjian C.; WANG, Wei; WANG, Ying; (244 pag.)WO2019/89670; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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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Isoquinoline | C9H7N – PubChem

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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Isoquinoline | C9H7N – PubChem

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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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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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25475-67-6,Isoquinolin-3-amine,as a common compound, the synthetic route is as follows.

[0553] Compound 516A was prepared from 473A by an analogous method as that of 473B, except using 3-aminoisoquinoline in place of 2-bromo-6-aminopyridine.

25475-67-6, 25475-67-6 Isoquinolin-3-amine 311869, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,18881-17-9

A 300-gallon reactor was charged with acetonitrile (236 kg) and THIC-alcohol (15 kg). The reaction mixture was cooled to less than 5 C. and methanesulfonic acid (39.9 kg) and sodium cyanate (17.8 kg) were added. The reaction mixture was allowed to warm to about 20 C. and held at this temperature for about 2 hours. HPLC analysis of the reaction mixture was performed to indicate that the reaction had gone to completion. The reaction mixture was diluted with toluene (104 kg) and cooled to less than 5 C. for 1 hour. The solid was isolated by filtration and the cake was washed with about 30 L of toluene. The wet cake was added back to a 100-gallon reactor containing 10.1 kg of concentrated HCl in 150 L of water. An in-process HPLC analysis showed that the reaction mixture contained no impurities greater than 1%. The reaction mixture was filtered to remove particulate matter. Then the upper toluene layer was removed and discarded. The aqueous layer was cooled to less than 5 C. and the pH adjusted to 10.5 by carefully adding 20% aqueous sodium hydroxide. The mixture was stirred for 1 hour then the solid was collected by filtration. The wet cake was slurry washed with water (50 L) and refiltered. The product was dried in vacuo at 40 C. to yield 14.79 kg of product, which was found to be 98.77% pure by HPLC assay.

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Choi, Yong-Moon; Kim, Min Woo; US2005/80268; (2005); 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.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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem