Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27104-73-0,Methyl isoquinoline-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 11;: 3-Amino-6- [4- (2-hydroxy-2-isoquinolin-3-yl-ethylamino)-piperidin-1-yl]- 4-propyl-thieno [2, 3-b] pyridine-2-carboxylic acid amide Methyl 3-isoquinoline carboxylate (1.50 g, 8.01 mmol) was placed in 60 mL anhydrous toluene and cooled to 0 C. The solution was treated dropwise with 1M DIBAL solution in toluene (8.2 mL, 8.2 mmol). The solution gradually changed from colorless to yellow and then orange during addition. After 2 h another 2 mL 1M DIBAL solution in toluene was added and the mixture was left stirring another 1 h at 0-10 C. The mixture was then quenched with aqueous Na K tartrate solution, stirred 15 min then diluted with brine and EtOAc. The layers were separated and the aqueous was extracted twice with EtOAc. The combined organics were washed with brine repeatedly (emulsion), dried (MgS04), filtered and the solvent was removed in vacuo. An orange oil was thus obtained, which was purified by flash column chromatography on Si02 using CH2Cl2/MeOH eluent mixtures. The desired isoquinoline carboxaldehyde was isolated as a yellow solid, 420 mg (33% of theory).

27104-73-0, As the paragraph descriping shows that 27104-73-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/56562; (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.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

R31 (500 mg, 2.2 mmol) in DMF (3 mL) is cooled down to 0 C. Under argon atmosphere NaH (60%, 121 mg, 3.0 mmol) is added and stirred for 20 min. Then methyl iodide (0.275 mL, 4.4 mmol) is added and the mixture is stirred for additional 1 h at 0 C. Ice water is added to the reaction mixture and the precipitate is filtered by suction and dried at 50 C. in the vacuum oven for 12 h. Yield 73%, m/z 240/242 [M+H]+, rt 0.89 min, LC-MS Method V012_S01., 147497-32-3

As the paragraph descriping shows that 147497-32-3 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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 stirred suspension of 6-bromoisoquinolin-3-amine (XV) (2. g, 8.97 mmol) in DMF (25.1 mL) at 0 C. was added 1-iodopyrrolidine-2,5-dione (2.02 g, 8.97 mmol) portionwise, The mixture was stirred at 0 C. for 1 hr. LC-MS of the mixture showed completion of the reaction and the desired product. The solvent was removed under vacuum, the residue was purified by C18 Silica gel (240 g) [0-?100% H2O/MeCN (0.1% Formic acid)] to produce 6-bromo-4-iodo-isoquinolin-3-amine (XVII) (1.95 g, 5.58 mmol, 62.2% yield) as a brown solid. 1H NMR (499 MHz, DMSO-d6) delta ppm 6.41 (2H, br s), 7.40 (1H, dd, J=8.64, 1.78 Hz), 7.76-7.81 (1H, m), 7.82 (1H, d, J=8.51 Hz), 8.81 (1H, s); ESIMS found for C9H6BrIN2 m/z 348.9 (79BrM+H).

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

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (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.4602-73-7,7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline,as a common compound, the synthetic route is as follows.

A mixture of compound 20 (100 mg, 0.56 mmol), 2-phenylethyl bromide (311 mg, 1.68 mmol), and 2-propanol (3.5 mL) was refluxed for 15 hours. The resulting solution was concentrated and MeOH (5 mL) was added to dissolve the residue. The solution was cooled in an ice-bath and then NaBH4 (49 mg, 1.29 mmol) was added slowly under N2. The mixture was stirred for another 10 minutes and then concentrated. The residue was treated with H20 (20 mL) and CHCI3 (20 mL), and then the organic layer was washed with brine, dried over MgS04, filtered, and evaporated. The crude residue was chromatographed (silica gel, MeOH/CftCh = 1/100) to afford compound 21 as a white solid (146 mg, 0.52 mmol, 92%).

4602-73-7, The synthetic route of 4602-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YU, Linda Chia-Hui; HSIN, Ling-Wei; LEE, Tsung-Chun; (0 pag.)WO2018/157233; (2018); 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.1239463-43-4,5-Bromo-6-fluoroisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-6-fluoroisoquinoline (1.0 g, 4.4 mmol) in acetic acid (20.0 mL) at room temperature was added sodium tetrahydroborate (592.0 mg, 15.65 mmol) portionwise. The mixture was stirred at room temperature for 16 h, and then concentrated. The residue was diluted with CH2Cl2 and washed with aqueous Na2CO3 (2 M). The separated organic phase was dried over anhydrous Na2SO4, filtered and concentrated to give a yellow oil which was used directly in the next step without further purification. LCMS calculated for C9H10BrFN (M+H)+ m/z=230.0; found 230.1., 1239463-43-4

1239463-43-4 5-Bromo-6-fluoroisoquinoline 68757738, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Incyte Corporation; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Vechorkin, Oleg; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; (75 pag.)US2018/72718; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

7742-73-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7742-73-6,1,3-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

INTERMEDIATE 11 S-BROMO-l^-DIMETHOXYISOQUINOLINEStep A. 5-Brorno-l,3-dichloroisoquinolineTo a solution of 1,3-dichloroisoquinoline (1.0 g, 5.1 mmol) in CH3CN (25 mL) was added concentrated sulfuric acid ( 1.0 mL, 18 mmol), followed by N-bromosuccinimide (1.1 g, 6.1 mmol). The mixture was stirred at room temperature for 60 hours. The precipitate was collected by filtration, washed with water, then dried in air to afford the title compound: 1H15 NMR (500 MHz, CDCl3): delta 8.35 (d, J – 9.0 Hz, 1 H), 8.09 (s, 1 H), 8.08 (d, J = 9.0 Hz5 1 H), 7.57 (t, J – 8.0 Hz, 1 H). LC6: 3.74 min. (M+H): 278.

7742-73-6 1,3-Dichloroisoquinoline 298625, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); 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.34784-04-8,5-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

Synthesis of 5-bromo-8-nitroisoquinoline Into a 500 mL 3-necked round-bottom flask was placed a solution of 5-bromoisoquinoline (22.24 g, 106.87 mmol) in H2SO4 (120 mL). This was followed by the addition of a solution of KNO3 (15.1 g, 149.36 mmol) in H2SO4 (100 mL), which was added dropwise with stirring, while cooling to a temperature of 20 C. over a time period of 1 hour. The resulting solution was allowed to react, with stirring, for 1 hour while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:5). The reaction mixture was then quenched by the adding 600 mL of H2O/ice. Adjustment of the pH to 8-10 was accomplished by the addition of NH3. H2O (30%). A filtration was performed. The filter cake was washed 2 times with 500 mL of H2O. The solid was dried in an oven under reduced pressure. This resulted in 25.59 g (90%) of 5-bromo-8-nitroisoquinoline as a yellow solid., 34784-04-8

The synthetic route of 34784-04-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; US2008/200471; (2008); 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.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.

18881-17-9, This derivative is obtained using a literature protocol (RB et al Kawthekar South Africa Journal of Chemistry 63, 195, 2009) from 15 g of (35) – 1,2,3, 4- ttrahydiOisoquinolin-3-y nthanol (91.9 mmol) in the presence of benzyl chloroformate and triethylamine in dichloromethane solution.After purification on silica gel (petroleum ether / AcOEt gradient), the title product is obtained as an oil.

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

Reference£º
Patent; France Servier Pharmaceuticals; p, Casara; T, Le Diguaher; J-M, Henlin; J-B, Starck; A, Le Tiran; G, De Nanteuil; O, Geneste; J¡¤E¡¤P, Davidson; J¡¤B, Murray; I-J, Chen; C, Walmsley; C¡¤J, Graham; S, Ray; D, Maddox; S, Bedford; (116 pag.)CN105408321; (2016); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

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, Step 1 To a solution Added 2-fluoropyridine-4-carboxylic acid (XXXVIII)(1.27 g, 8.97 mmol), HATU (1.7 g, 4.48 mmol), DMAP (0.55 g, 4.48 mmol)and 6-bromoisoquinolin-3-amine (XX)(1.0 g, 4.48 mmol)to MeCN (22.4 mL)followed by DIPEA (3.12 mL, 17.93 mmol)at room temperature then stirred at stirred at 60 C. for 90 min. One additional eq of HATU (1.7 g, 4.48 mmol)was added and the reaction was stirred overnight. Another 0.05 eq HATU was added and stirred for another 1 h. The reaction was poured into 300 mL of water, the solid was filtered and washed with MeOH, to produce N-(6-bromoisoquinolin-3-yl)-2-fluoroisonicotinamide (XXXIX)as an off-white solid (1.38 g, 3.99 mmol, 89.0% yield). ESIMS found for C15H9BrFN3O m/z 346.2 (M+H).

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Bollu, Venkataiah; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; (218 pag.)US2017/313682; (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.486-73-7,Isoquinoline-1-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: At 0C, to a solution of 1.0 mmol of isoquinoline- 1 -carboxylic acid in anhydrous THF(20mL),0.135g(1.0mmol) of HOBt and 1.0 mmol of (2S,3R)- 2-Amino-3-hydroxy-N-octylbutanamide, (2S,3R)-2-Amino-3-hydroxy-N- dodecylbutanamide, (2S,3R)-2-Amino-3-hydroxy-N-tetradecylbutanamide, or (2S,3R)-2-Amino-3-hydroxy-N-octadecylbutanamide were added. After 5 min, 0.220g (1.1 mmol) of EDOHC1 was added, and the pH of the solution was adjusted to 8-9 with 4-methylmorpholine. The mixture was stirred at 0 C for 2 h and at room temperature overnight. On evaporation the residue was dissolved in 80 mL of ethyl acetate. The solution was washed successively with saturated sodium bicarbonate, 5% potassium bisulfate, and saturated sodium chloride, and the organic phase was separated and dried over anhydrous magnesium sulfate for 2 h. After filtration and evaporation under reduced pressure crude product was obtained and recrystallized using ethyl acetate to obtain compounds NZJUlf, NZJU2f, NZJU3f, and NZJU4f. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(octylamino)butan-2-yl)- isoquinoline- 1 -carboxamide (NZJUlf) was obtained in a yield of 0.258 g (67.0%) as colorless powder. XH NMR (300 MHz, CDC13) delta 9.51 (d, J= 8.1 Hz, 1H), 9.08 (d, J= 8.0 Hz, 1H), 8.52 (d, J= 5.5 Hz, 1H), 7.92 – 7.79 (m, 2H), 7.79 – 7.61 (m, 2H), 6.89 (s, 1H), 4.66 – 4.46 (m, 2H), 3.32 – 3.1 1 (m, 2H), 1.56 – 1.42 (m, 2H), 1.34 – 1.04 (m, 13H), 0.82 (t, J= 6.7 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 171.4, 167.5 , 147.2, 140.6, 137.5, 130.6, 128.8, 127.3, 127.0, 124.8 , 66.6, 56.9, 39.6, 31.7, 29.4, 29.2, 26.9, 22.6, 18.6, 14.1; ESI/MS (m/e) 386.20 [M+H]+; Anal. Calcd. For C22H31N3O3: C, 68.54; H, 8.1 1; N, 10.90%. Found: C, 68.47; H, 8.24; N, 10.86%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(dodecylamino)butan-2-yl)- isoquinoline- 1 -carboxamide (NZJU2f) was obtained in a yield of 0.310 g (70.3%) as colorless powder. XH NMR (300 MHz, CDC13) delta 9.51 (d, J= 7.6 Hz, 1H), 9.08 (d, J= 7.8 Hz, 1H), 8.52 (d, J= 5.2 Hz, 1H), 7.95 – 7.80 (m, 2H), 7.80 – 7.62 (m, 2H), 6.89 (s, 1H), 4.67 – 4.45 (m, 2H), 3.35 – 3.09 (m, 2H), 1.57 – 1.41 (m, 2H), 1.37 – 0.98 (m, 21H), 0.87 (t, J= 6.4 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 171.4, 167.3 , 147.3, 140.6, 137.4, 130.5, 128.8, 127.3, 127.0, 124.7, 66.6, 56.9, 39.6, 31.9, 29.6, 29.5, 29.4, 29.3, 26.9, 22.7, 18.6, 14.1; ESI/MS (m/e) 442 [M+H]+; Anal. Calcd. For C26H39N303: C, 70.71; H, 8.90; N, 9.52%. Found: C, 70.68; H, 8.86; N, 9.49%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(tetradecylamino)butan-2-yl)- isoquinoline-1 -carboxamide (NZJU3f) was obtained in a yield of 0.317 g (67.6%) as colorless powder. XH NMR (300 MHz, CDC13) delta 9.51 (d, J= 8.3 Hz, 1H), 9.07 (d, J= 8.1 Hz, 1H), 8.52 (d, J= 5.5 Hz, 1H), 7.94 – 7.79 (m, 2H), 7.78 – 7.60 (m, 2H), 6.89 (s, 1H), 4.68 – 4.46 (m, 2H), 3.35 – 3.1 1 (m, 2H), 1.58 – 1.39 (m, 2H), 1.39 – 1.00 (m, 25H), 0.88 (t, J= 6.4 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 171.2, 167.2 , 147.4, 140.6, 137.4, 130.5, 128.7, 127.3, 127.0, 124.7 , 66.7, 57.2, 39.6, 31.9, 29.7, 29.6, 29.4, 29.3, 28.3, 26.9, 22.7, 18.6, 14.1; ESI/MS (m/e) 470 [M+H]+; Anal. Calcd. For C28H43 3O3: C, 71.61 ; H, 9.23; N, 8.95%. Found: C, 71.58; H, 9.19; N, 8.98%. N-((2S,3R)-3-hydroxy- 1-oxo- 1 -(octadecylamino)butan-2-yl)- isoquinoline- 1 -carboxamide (NZJU4f) was obtained in a yield of 0.409 g (77.3%) as colorless powder. XH NMR (300 MHz, CDC13) delta 9.46 (d, J= 8.3 Hz, 1H), 9.08 (d, J= 7.4 Hz, 1H), 8.52 (d, J= 5.2 Hz, 1H), 7.94 – 7.83 (m, 2H), 7.81 – 7.62 (m, 2H), 6.95 (s, 1H), 4.68 – 4.47 (m, 2H), 3.37 – 3.15 (m, 2H), 1.54 – 1.40 (m, 2H), 1.38 – 1.00 (m, 33H), 0.88 (t, J= 6.2 Hz, 3H); 13C NMR (75 MHz, CDC13) delta 171.5, 167.4 , 147.4, 140.5, 137.4, 130.6, 128.8, 127.3, 127.0, 124.7, 66.7, 57.0, 39.6, 31.9, 29.7, 29.6, 29.4, 29.3, 26.9, 22.7, 18.6, 14.1; ESI/MS (m/e) 526 [M+H]+; Anal. Calcd. For C32H51N3O3: C, 73.10; H, 9.78; N, 7.99%. Found: C, 73.07; H, 9.86; N, 8.02%.

486-73-7, The synthetic route of 486-73-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHEJIANG UNIVERSITY; GEORGIA REGENTS RESEARCH INSTITUTE, INC.; LIU, Feiyan; LIU, Kebin; HUANG, Zhizhen; WU, Ping; WO2014/66613; (2014); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem