Day: October 20, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

4-Bromo-5-nitroisoquinoline (11). Potassium nitrate (5.34 g; 0.052 mol) was added to 20 mL of concentrated sulfuric acid and slowly dissolved by careful heating. The resulting solution was added dropwise to a solution of 4-bromoisoquinoline (10 g, 0.048 mol) dissolved in 40 mL of the same acid at O0C. After removal of the cooling bath, the solution was stirred for one hour at room temperature. The reaction mixture was then poured onto crushed ice (400 g) and made basic with ammonium hydroxide. The resulting yellow precipitate was collected by filtration and the filtrate was extracted with diethyl ether (3 x 500 mL), dried (Na2SO4), and concentrated to give a yellow solid that was combined with the initial precipitate. Recrystallization from methanol gave 12.1 g (89percent) of 11 as slightly yellow crystals

1532-97-4, The synthetic route of 1532-97-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DARPHARMA, INC.; WO2006/12640; (2006); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3336-43-4,1-Chloroisoquinolin-4-ol,as a common compound, the synthetic route is as follows.

Step 1: Preparation of 1-chloro-4-ethoxyisoquinoline To a solution of 1-chloroisoquinolin-4-ol (1.0 g, 5.5 mmol) in acetonitrile (10 mL) was added K2CO3 (2.3 g, 16.7 mmol) followed by ethyl iodide (0.87 ml, 11.0 mmol) at room temperature. The reaction mixture was stirred at room temperature for overnight. The solvent was evaporated under reduced pressure and the residue was diluted with water and extracted with ethyl acetate. The combined organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography to get 1-chloro-4-ethoxyisoquinoline (0.7 g, 62%) as off-white solid. 1H NMR (400 MHz, CD3OD): delta ppm 8.26-8.24 (m, 2H), 7.79 (s, 1H), 7.76-7.26 (m, 2H), 4.29-4.24 (q, J=6.8 Hz, 2H), 1.58-1.54 (t, J=6.8 Hz, 3H); MS: MS m/z 207.7 (M++1)., 3336-43-4

As the paragraph descriping shows that 3336-43-4 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; Rajamani, Ramkumar; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Meanwell, Nicholas A.; Scola, Paul Michael; US2013/142754; (2013); A1;,
Isoquinoline – Wikipedia
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

General procedure: To a mixture of compound (C-3) (3.0 mmol, 1.0 eq) and 2,4-dichloro-3-nitropyridine (3.0 mmol, 1.0 eq) in EtOH (10 mL), triethylamine (6.0 mmol, 2.0 eq) is added and the resulting mixture is stirred at reflux overnight. The mixture is allowed to cool to RT and then concentrated in vacuo. The resultant residue is purified by flash column chromatography on silica gel (1% MeOH-DCM) to afford the product (I-1)., 1350643-72-9

1350643-72-9 (S)-3-(1-Aminoethyl)-8-chloro-2-phenylisoquinolin-1(2H)-one 66607319, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12918; (2013); 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Specific preparation methods are: no special protection, clean air to a single-necked flask were added sequentially magneton, 6-bromo-isoQuinoline (83.2mg, 0.4mmol), added elemental iodine (20mg, 20mol%), 70% of the mass fraction of the water phase of t-butylperoxyHydrogen (152mg, 1.2mmol), then add toluene (728.8mg, 8mmol), toluene as both reactant and as a solvent, at 150 After 1 hour TLC showed the starting material 6-bromo-isoquinoline consumed completely. Heating was stopped to quench the reaction. Without CraftsTake on a wet sample directly, 200-300 mesh silica gel column chromatography, a mixed solvent of ethyl acetate and petroleum ether (1: 6) rinse. SeparateA compound of formula VIIIa structural formula 92.6mg, 74% yield;

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

Reference£º
Patent; Xiangtan University; Yang, Luo; Luo, Wenkun; (17 pag.)CN105503724; (2016); 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

Acetic acid 2-{6-[(4′-trifluoromethylbiphenyl-2carbonyl)-amino]-3,4-dihydro-1H -isoquinolin-2-yl}-ethyl ester Acetyl chloride (100 mg, 1.25 mmole) and 4-dimethylaminopyridine (700 mg, 5.7 mmole) were combined in 5 mL of toluene and the mixture was cooled to 0 C. in an ice bath. To this mixture was added a solution of Compound 67 from Example 6 (500 mg, 1.14 mmole) in 3 mL of methylene chloride. The reaction was allowed to warm to ambient temperature and was stirred under a nitrogen atmosphere for 2 hrs. The reaction was washed with 1 N hydrochloric acid, saturated sodium bicarbonate, and brine and then dried over magnesium sulfate. Purification of the residue obtained on evaporation was accomplished with silica gel chromatography using 3% methanol in ethyl acetate as the eluent. MS (Cl): 483 (M+H+) 1 H NMR (400 MHz, DMSO) delta4.25 (dd, 2H); 3.62 (s, 2H); 2.78 (m, 6H); 2.06 (s, 3H).

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; Pfizer Inc; US6121283; (2000); 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.3336-60-5,1-Chloro-4-methoxyisoquinoline,as a common compound, the synthetic route is as follows.

6-Chloro-1, 3-Oxazino [5,6-c] isoquinoline was prepared by the procedure of Miyoko Toyama and Hirotaka Otomasu starting from1-chloro-4-hydroxy isoquinoline. The starting material: 1-chloro-4-hydroxy isoquinoline (Example 226c) was prepared by the synthetic sequence shown above. MCPBA oxidation of 4-methoxy isoquinoline (Example 222a) was carried as usual to give 79.1percent of the corresponding N-oxide (Example 226a). The material was converted into the 1-chloro derivative immediately afterward in POCI3 to give the chloride (Example 226b) in essentially quantitative yield. The crudel-chloro-4-methoxy isoquinoline was de-methylated in BBr3 at room temperature to give the corresponding 1-chloro-4-hydroxy isoquinoline (Example 226c) after treating the crude BBr3 mixture with anhydrous methanol at room temperature, followed by evaporation to get rid of excess of borate residues. The reaction of Miyoko Toyama and Hirotaka Otomasu gave 266mg of 6-chloro-1, 3- oxazino [5,6-c] isoquinoline (Example 226d, 62.3percent) overall yield from 300mg of 4- methoxy isoquinoline in 4 steps. LC/MS Rt-min([M-HCHO] H+) [method D]: 2.45(192).’H NMR (400 MHz, CHLOROFORM-D)8 ppm 5.02 (s, 2 H) 5.41 (s, 2 H) 7.68 (m, 1 H) 7.77 (ddd, J=8. 25,6. 91,1. 22 Hz, 1 H) 8.10 (d, J=8. 31 Hz, 1 H) 8.26 (d, J=8. 56 Hz,1 H). The chloride was found to be unreactive under the alkylation protocol of Example 184. The corresponding 6-fluoro-1, 3-oxazino [5,6-c] isoquinoline (Example 226) was prepared by the method of [Uchibori, Y.; Umeno, M.; Yoshiokai, H.; Heterocycles, 1992,34 (8),1507-1510] cited earlier. The reaction was not allowed to go to completion, and the crude reaction mixture was recovered as a mixture of ratio of 1: 2.4 (Cl : F). Without further purification, the chloride/fluoride mixture was alkylated with the tripeptide using the procedure of Example 184 to give 66mg (50.0percent) of BOCNH-P3(L-t-BuGly)-P2 [ (4R)- ( 1, 3-oxazino [5,6-c] isoquinoline-6-oxo)-S-proline]-P1 (lR, 2S VinylAcca)-CONHSO2Cyclopropane after preparative HPLC purification. LC/MS Rt-min(MNa+) [method D]: 3.03(764).’H NMR (400 MHz, CD30D)8 ppm 1.01 (s, 9 H) 1.06 (dd, J=8. 07,1. 96 Hz, 2 H) 1.22 (s, 10 H) 1.34 (d, J=6. 11 Hz,1 H) 1.42 (m, 1 H) 1.86 (dd, J=8. 07,5. 38 Hz,1 H) 2.23 (m, 2 H) 2.59 (dd,J=13. 82,6. 97 Hz,1 H) 2.93 (m,1 H) 4.03 (dd,J=11. 86,3. 06 Hz,1 H) 4.23 (s, 1 H) 4.41 (d,J=11. 98 Hz,1 H) 4.50 (dd, J=9. 66,6. 97 Hz,1 H) 4.87 (m, 2 H) 5.11 (d, J=10. 52 Hz, 1 H) 5.28 (d,J=17. 12 Hz,1 H) 5.34 (s, 2 H) 5.74 (m, 2 H) 7.51 (t, J=7. 46 Hz,1 H) 7.70 (t, J=7. 58 Hz,1 H) 7.95 (d, J=8. 31 Hz, 1 H) 8.12 (d, J=8. 31 Hz,1 H)., 3336-60-5

As the paragraph descriping shows that 3336-60-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

891782-60-8,891782-60-8, 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium hydride (57.1 mg, 1.43 mmol, 60% in oil) was suspended in DMF (3mL) at 0 C, and 7-bromo-3,4-dihydroisoquinolin-1(2B)-one (215 mg, 0.951 mmol) wasadded. After stirring for 10 mm, 1 -(chloromethyl)-4-methoxybenzene (0.155 mL, 1.14mmol) was added. The reaction mixture was stirred at rt for 1 h, then quenched withsaturated NH4C1 and extracted with EtOAc (3x). The combined organics were combined and concentrated to give a light yellow crystalline solid. The crude was purified by flash chromatography to give 287A (265 mg, 80.5%) as a colorless oil. MS(ESI) m/z 347.8 (M+2+H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne, M.; SHAW, Scott, A.; HALPERN, Oz, Scott; HU, Carol, Hui; KICK, Ellen, K.; (311 pag.)WO2017/40449; (2017); 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.

Step-1: Synthesis of tert-butyl 6-(2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (300 mg, 0.84 mmol, 1.0 eq) in toluene (5 mL) was added m-CPBA (361 mg, 2.10 mmol, 2.5 eq) and allowed to stir at RT for 30 min. tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (208 mg, 0.84 mmol, 1.0 eq) and DIPEA (433 mg, 3.36 mmol, 4.0 eq) were added and allowed to stir at RT for 12 h. Progress of reaction was monitored by LCMS. After completion of reaction, precipitated compound was filtered off, washed with toluene (3 mL) and dried under reduced pressure to obtain tert-butyl 6-(2-allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (220 mg, 47.00%).

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; 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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

To 6-aminoisoquinoline in DMF at 0¡ã C. is added NaH. After 30 min, chlorosulfonyl chloride is added to the reaction. After 2-4 hours at rt or when TLC indicates completion, the reaction is quenched by the addition of water and extracted with EtOAc. The combined organics are washed with brine and dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, 5percent MeOH/CH2Cl2) gives 1-chloro-N-(isoquinolin-6-yl) methanesulfonamide., 23687-26-5

The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; US2008/167340; (2008); 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

105627-79-0, EXAMPLE 4 In 50 ml of ice water was dissolved 5.5 g of 5-isoquinolinesulfonyl chloride hydrochloride as obtained in Reference Example, and the pH of the solution was adjusted to 6 with an aqueous sodium hydrogencarbonate saturated solution, followed by extraction with 100 ml of dichloromethane. The dichloromethane layer was added dropwise to a 50 ml of dichloromethane solution containing 6.0 g of 1-benzyloxycarbonyl-3-methylhomopiperazine and 3.5 g of triethylamine for 1 hour while cooling with ice. The mixture was stirred at a temperature of 5 C. to 15 C. for 12 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. To the thus obtained oily residue was added 30 ml of a 25% hydrobromic acid solution in acetic acid, and the mixture was stirred for 5 hours at a temperature of 15 C. to 20 C. and then poured into 100 ml of ice water. The pH of the aqueous layer was adjusted to 10 with a 5N aqueous sodium hydroxide solution, followed by extraction with chloroform. The chloroform layer was washed with water and dried with anhydrous magnesium sulfate. Then the chloroform was distilled off under reduced pressure to obtain an oily residue. The oily residue thus obtained was subjected to purification by the silica gen column chromatography (Wacogel C-200, 200 g; solvent: a 3% methanol solution in chloroform), thereby to obtain 3.38 g of 1-(5-isoquinolinesulfonyl)-2-methylhomopiperazine, i.e., Compound (2), in a 58% yield. Analytical data on Compound (2) are given below. Mass spectrum (m/e): 305 IR absorption spectrum (cm-1): 3320,1620,1330,1150. NMR spectrum (CDCl3 -DCl): 1.0-1.2(3H), 2.0-2.8(2H), 3.6-4.2(7H), 7.6-7.9(1H), 8.1-8.8(4H), 9.3(1H).

As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; US4678783; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem