Month: November 2020

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.

Example 153 tert-Butyl 6-(2-(piperidin-1-yl)-4-(trifluoromethyl)oxazole-5-carboxamido)-3,4-dihydroisoquinoline-2(1H)-carboxylate (153) Compound 153 was prepared by the general procedure for compound I, by using compound A-4 and tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate as the starting materials. 1H NMR (400 MHz, DMSO-d6) delta 10.06 (s, 1H), 7.54 (s, 1H), 7.47 (d, 1H, J=8.4 Hz), 7.15 (d, 1H, J=8.4 Hz), 4.47 (s, 2H), 3.61 (m, 4H), 3.55 (t, 2H, J=5.9 Hz), 2.77 (t, 2H, J=5.9 Hz), 1.61 (m, 6H), 1.43 (s, 9H); LCMS (ESI) Rt=5.47 min, [M+1]+ 495.3.

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

Reference£º
Patent; Ting, Pauline C.; Aslanian, Robert; Caplen, Mary Ann; Cao, Jianhua; Chan, Tin-Yau; Kim, David; Kim, Hyunjin; Kim, Jae-Hun; Kuang, Rongze; Lee, Joe F.; Schwerdt, John; Wu, Heping; Zorn, Nicolas; US2011/224137; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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

20232-39-7, In a 100-ml two-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet, 5.0 g of 1 was suspended in 19 ml of heptane at room temperature. 19 ml of MeOH was added over 15 minutes and stirring was continued for 1 h. A 200-ml four-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet was charged with 7.4 g of 2, 268.0 mg of NaOAc and 1.9 ml of H2O in 56 ml of MeOH. To this mixture was added over 1.5 h the previously prepared emulsion and, after 1 h, 333 mul of conc. aqueous HCl was added. 55 ml of heptane was added over 30 minutes. The yellow suspension was stirred for 2 h at room temperature, filtered and washed portionwise with 12 ml of MeOH and 24 ml of heptane (cooled to 0¡ã C.). Evaporation of the solvent and drying under high vacuum gave 9.37 g (84percent) of 3b as an off-white solid.

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

Reference£º
Patent; Abrecht, Stefan; Adam, Jean-Michel; Fettes, Alec; Hildbrand, Stefan; US2008/71087; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

119-65-3, Isoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At room temperature, will be 52 mg (0.4 mmol) isoquinoline, 414 mg (2.8 mmol) 2, 2 – diethoxy acetic acid, 182 mg (0.8 mmol) of the ammonium persulfate and 260 mg (0.8 mmol) Cs2CO3Dissolved in 6 ml in dimethyl sulfoxide, mix, nitrogen 30 min after the blue LEDs arranged under the lamp illumination reaction 20 h, adding 7.2 ml concentration is 3 M hydrochloric acid catalytic hydrolysis 20 h, using sodium carbonate adjusting pH to neutral, extraction, the combined organic phase, by the rotary concentrate by the Rotavapor after turns on lathe does, then to the volume ratio of 20:1 petroleum ether: ethyl acetate mixed solution of eluant, performing silica gel column chromatography purification and separation, to obtain the corresponding formylation heterocyclic derivatives, its reaction is Product purity is 99%, and the yield is 73%.

119-65-3, 119-65-3 Isoquinoline 8405, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Harbin Institute of Technology; Yang Chao; Jia Wei; Gou Baoquan; (9 pag.)CN108640807; (2018); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22246-12-4,6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

6-(Methyloxy)-3,4-dihydro-l(2H)-isoquinolinone (0.319 g, 1.8 mmol), ethyl-3- iodobenzoate (0.62 niL, 3.68 mmol), copper (I) iodide (0.044g, 0.23 mmol), potassium carbonate (0.247 g, 1.8 mmol) and lambda/,N-dimethylformamide (4 mL) were combined and the stirred reaction mixture was heated at 150 0C under nitrogen for 28 h. The reaction mixture was partitioned between water and ethyl acetate. The layers were separated and the aqueous phase was extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give a gold-yellow liquid. The crude product was purified by flash chromatography over silica with a hexanes:ethyl acetate gradient (100:0 to 50:50) to give 0.32 g (55%) of ethyl 3-[6-(methyloxy)-l-oxo-3,4-dihydro-2(lH)- isoquinolinyl]benzoate as a clear colorless oil. 1H NMR (400 MHz; CDCl3): delta 8.10 (d, J = 9 Hz, IH), 8.00 (s, IH), 7.91 (d, J = 8 Hz, IH), 7.63 (d, J = 8 Hz, IH), 7.46 (t, J = 8 Hz, IH), 6.89 (dd, J = 9, 2 Hz, IH), 6.73 (d, J = 2 Hz, IH), 4.38 (q, J = 7 Hz, 2H), 4.01 (t, J = 6 Hz, 2H), 3.87 (s, 3H), 3.12 (t, J = 6 Hz, 2H), 1.38 (t, J = 7 Hz, 3H). ES- LCMS m/z 326(M + H)+., 22246-12-4

22246-12-4 6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one 10607392, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1532-97-4, 4-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 4 4-Fluoro-5-isoquinolinesulfonyl chloride From 4-bromoisoquinoline (75.0 g), 4-aminoisoquinoline (39.8 g) was synthetically obtained following J. Am. Chem. Soc., 64, 783 (1942).

1532-97-4, As the paragraph descriping shows that 1532-97-4 is playing an increasingly important role.

Reference£º
Patent; Hidaka, Hiroyoshi; EP1074545; (2001); 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.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.

23687-25-4, Example 2282-(cyclopentanecarboxamido)-N-(isoquinolin-4-yl)isonicotinamideIn a 5 mL round-bottom flask was dissolved 2-(cyclopentanecarboxamido)isonicotinic acid (36 mg, 0.154 mmol) and isoquinolin-4-amine (26.6 mg, 0.184 mmol) in dimethylformamide (0.8 mL) to give a tan solution. HATU (117 mg, 0.307 mmol) and Hunig’sBase (0.054 mL, 0.307 mmol) were added, and the mixture was stirred at rt overnight for 19 h. The desired product was obtained by prep-HPLC (5.9 mg, 10%): MS (ESI) (m/z): 361 (M+H)+; 1H NMR (400 MHz, DMSO) delta 10.81 (s, IH), 10.67 (s, IH), 9.32 (s, IH), 8.69 (s, IH), 8.65 (s, IH), 8.59 – 8.51 (m, IH), 8.30 – 8.20 (m, IH), 8.07 – 7.99 (m, IH), 7.91 – 7.84 (m, IH), 7.82 – 7.74 (m, IH), 7.73 – 7.66 (m, IH), 3.05 – 2.98 (m, IH), 1.95 – 1.85 (m, 2H), 1.83 – 1.66 (m, 4H), 1.64 – 1.54 (m, 2H).

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69593; (2015); 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.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

10445] NaH (0.42 g, 17.7 mmol) was added to an ice-cold solution ofproduct of Example l (2 g, 8.8 mmol) in THF (40 ml) portion wise, and the mixture was stirred for 15 mm. Ethyl bromo acetate (2.2 g, 13.2 mmol) was then added to the solution, and the mixture was stirred at room temperature for 3 h. Reaction mixture was quenched with ice-cold water and diluted with ethyl acetate. Organic layer was separated, washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated under vacuum to afford title compound (3.3 g, 80%) as solid. ?H NMR (300 MHz, CDC13): oe 7.93 (d, J=8.4 Hz, 1H), 7.47 (d, J=8.4 Hz, 1H), 7.36 (s, 2H),4.24 (q, J=7.2 Hz, 2H), 3.65 (t, J=7.2 Hz, 2H), 3.04 (t, J=7.2 Hz, 2H), 1.28 (t, J=7.2 Hz, 3H).

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; GlaxoSmith Kline Intellectual Property (No.2) Limited; Christensen, IV, Siegfried Benjamin; Qin, Donghui; JOSHI, Hemant; Tangirala, Raghuram S.; US2015/307445; (2015); 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

Intermediate 116(5)-N,N-Dimethyl-2-((l,2 -tetrahydroisoquinolin-3-yl)methoxy)ethanamineIntermediate 116A: (5)-l-(3-(Hydroxymethyl)-3,4-dihydroisoquinolin-2(lH)- yl)ethanone[00362] To (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (Aldrich, 350 mg, 2.14 mmol) in EtOAc (4.3 mL) and MeOH (1.1 mL) was added Ac20 (243 mu, 2.57 mmol). The resulting reaction mixture was stirred at room temperature for 2 h. K2CO3 was then added to neutralize the AcOH, and the reaction mixture was filtered through a pad ofCELITE, washing with EtOAc. The filtrate was concentrated in vacuo to give the title compound (316 mg, 72%) as a white solid. lH NMR (CDCI3, 1.5: 1 mixture of amide rotamers) delta 7.26-7.10 (m, 4H), 5.17 (d, J= 18.0 Hz, 0.5H), 4.90 (dt, J= 5.1, 9.4 Hz, 0.5H), 4.66-4.44 (m, 1H), 4.39-4.23 (m, 1H), 3.66-3.55 (m, 1H), 3.55-3.45 (m, 1H), 3.14 (dd, J= 5.9, 16.3 Hz, 0.5H), 3.02 (dd, J= 6.2, 15.8 Hz, 0.5H), 2.92-2.76 (m, 1H), 2.27 (s, 1H), 2.24 (s, 2H); MS(ESI+) m/z 206.1 (M+H)+.

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; CAI, Zhen-wei; TEBBEN, Andrew J.; PEREZ, Heidi L.; ZHANG, Liping; SCHROEDER, Gretchen M.; WEI, Donna D.; WO2012/162365; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); 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.1015070-56-0,6-Bromoisoquinolin-4-ol,as a common compound, the synthetic route is as follows.

E. 6-Bromo-4-methoxyisoquinoline. To a solution of 6-bromoisoquinolin-4-ol (293 mg, 1.31 mmol) in DMF (6 mL) was added methanol (0.6 mL), and (trimethylsilyl)diazomethane (0.658 mL, 1.31 mmol, 2.0 M in hexanes). The reaction was stirred at room temperature for 90 minutes then additional (trimethylsilyl)diazomethane (1.32 mL, 2.62 mmol, 2.0 M in hexanes) was added. The reaction was stirred at room temperature for 60 minutes, quenched with acetic acid (3 mL), and stirred an additional 20 minutes. The mixture was neutralized with saturated aqueous sodium bicarbonate and extracted three times with dichloromethane. The combined organic layers were washed with brine and dried over anhydrous sodium sulfate. The solution was filtered and the volatiles were evaporated. The resulting material was purified using chromatography on a normal phase silica gel column with 0 to 45% ethyl acetate in hexanes. Fractions containing clean product were combined and the solvent evaporated. The material was dried under vacuum at room temperature to provide the title compound (312 mg, 34%). MS (ESI) m/z 238 [M+1]+ and MS (ESI) m/z 238 [M+1]+., 1015070-56-0

As the paragraph descriping shows that 1015070-56-0 is playing an increasingly important role.

Reference£º
Patent; D’Sidocky, Neil R.; Harris, Roy L.; Hegde, Sayee G.; Hilgraf, Robert; McCarrick, Margaret A.; McKie, Jeffrey A.; Mortensen, Deborah S.; Nadolny, Lisa; Perin-Ninkovic, Sophie M.; Sapienza, John J.; Wright, Jonathan L.; US2008/242694; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem