Category: isoquinoline

190777-77-6, 5-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromoisoquinolin-1(2H)-one (501 mg, 2.23 mmol) was dissolved in DMF (10 mL), and sodium hydride (134 mg, 3.35 mmol) and ethyl iodide (0.271 mL, 3.35 mmol) were added. The mixture was stirred overnight at room temperature. After adding a saturated ammonium chloride aqueous solution, the reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (heptane/ethyl acetate = 80/20) to give Compound ar (268 mg, 1.06 mmol, 47%). ESI-MS: m/z 252, 254 [M + H]+. 1H-NMR (CDCl3) delta (ppm): 1.39 (t, J = 7.2 Hz, 3H), 4.06 (q, J = 7.2 Hz, 2H), 6.85 (dd, J = 7.7, 1.1 Hz, 1H), 7.17 (d, J = 8.1 Hz, 1H), 7.32 (dd, J = 7.7, 7.7 Hz, 1H), 7.87 (dd, J = 7.7, 1.1 Hz, 1H), 8.41 (d, J = 8.1 Hz, 1H)., 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

90806-58-9, 5-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90806-58-9

General procedure: Under air, isoquinoline derivatives 1 (2.0 mmol) and bromoacetyl derivatives 2 (2.2 mmol) were mixed and stirred in THF (5 mL) at r.t. for 4 h; then THF was removed under vacuum and EtOH (5 mL), methyl perfluoroalk-2-ynoates 3 (1.0 mmol), and DIPEA (1.0 mmol) were added. The resulted mixture continued to be stirred at r.t. for another 7 h. EtOH was removed as before and the residue was purified by column chromatography on silica gel by eluting with petroleum ether / ethyl acetate 20:1) to afford the desired product 4.

90806-58-9 5-Methoxyisoquinoline 13754283, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Zhou, Wei; Liu, Hao; Guo, Yongyi; Gu, Yiting; Han, Jing; Chen, Jie; Deng, Hongmei; Shao, Min; Zhang, Hui; Cao, Weiguo; Journal of Fluorine Chemistry; vol. 222-223; (2019); p. 51 – 58;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

22246-02-2, 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cul (190 mg, 1 mmol), (lS,2S)-cyclohexane-l,2-diamine (228 mg, 2 mmol) and CS2CO3 (6.5 g, 20 mmol) were added to a solution of 6-chloro-3,4-dihydro-2H-isoquinolin-l-one (1.82 g, 10 mmol, intermediate A-2) and 5-bromo-pyridine-4-carbaldehyde (3.72 g, 20 mmol) in dioxane (15 mL). The reaction mixture was heated to 150 C using microwave for 2.5 hours before it was poured into H20 (50 mL) and extracted with EtOAc (2 x 20 mL). The organic layers were washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product (2.0 g, 70%) as brown oil. MS: 287.0 (M+H+)., 22246-02-2

The synthetic route of 22246-02-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

58-74-2, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), arene (0.4 mmol,1 eq.), dichloroethane (2 mL), then 1 M hydrochloric acid (2 mL, 5 equiv). The solution wasallowed to stir (1000 rpm) at 50 C for the indicated amount of time. After which the solution waswashed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.

58-74-2, The synthetic route of 58-74-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
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.

A solution of 6-bromoisoquinoline (274 mg, 1.3 mmol) in dry tetrahydrofuran (2 mL) was added dropwise to a solution of n-butyl lithium (1.6 M in hexane, 0.8 mL, 1.3 mmol) at -78 C and stirred at this temperature for 30 minutes. Then 2,6,6-trimethylcyclohex-1-enecarbaldehyde (100 mg, 0.66 mmol) in dry tetrahydrofuran (1.5 mL) was added and stirring at -78 C was continued for 1 hour after which the reaction was allowed to warm slowly to room temperature. The mixture was quenched with saturated aqueous ammonium chloride and the organics extracted extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the title compound (131 mg, Yield: 71%). Rf 0.5 (2:1 petroleum ether/ethyl acetate); 1H NMR (400 MHz, CDCl3) delta 9.22 (s, 1 H), 8.50 (d, J = 5.6 Hz, 1 H), 7.92 (d, J = 8.4 Hz, 2 H), 7.65 (d, J = 6.4 Hz, 2 H), 5.55 (s, 1 H), 2.00 (t, J = 6.0 Hz, 2 H), 1.74-1.56 (m, 5 H), 1.33 (s, 3 H), 1.24 (s, 3 H), 1.17 (s, 3 H) ppm; Mass spectrum (ESI +ve) m/z 282 (M + H+)., 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bikam Pharmaceuticals, Inc.; Garvey, David, S.; Greenwood, Jeremy, R.; Frye, Leah, L.; EP2944628; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1125-80-0, 3-Methylisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: 2-BenzyI-3-methyl-l-(4-(trifluoromethyl)phenyl)-l,2,3,4-tetrahydro- isoquinoline; To a solution of 3-methylisoquinoline (1.0 g, 6.98 mmol) in THF (6 mL) was added benzyl bromide (0.78 mL, 6.63 mmol). After the addition was completed, the mixture was heated at 70 0C under N2 for 16 h. The mixture was cooled down to RT and THF (10 mL). Then, the mixture was cooled to 0 0C and (4- (trifluoromethyl)phenyl)magnesium bromide was added, and then stirred at RT for 16 h. After quenching with saturated ammonium chloride solution, the mixture was extracted several times with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated. The residue was mixed with silica gel and the solid mixture was purified by silica gel flash column chromatography (30%- 100% EtO Ac/hexane, then 20% MeOH in DCM) to give a mixture of 2-benzyl-3 – methyl- 1 -(4-(trifluoromethyl)phenyl)-l ,2-dihydroisoquinoline & 2-benzyl-3- methyl-l-(4-(trifluoromethyl)phenyl)-isoquinolinium, which was used without further purification., 1125-80-0

1125-80-0 3-Methylisoquinoline 14306, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2009/73203; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Example 81A (LOO g, 6.11 mmol) in concentrated sulfuric acid (24 niL) at 0 0C was added a solution of potassium nitrate (0.655 g, 6.48 mmol) in concentrated sulfuric acid (6.48 mL). The reaction was stirred at 0 0C for 2 hours, then allowed to warm to ambient temperature and stirred an additional 16 hours. The reaction mixture was poured onto ice. The precipitate that formed was collected by filtration and dried to provide 1.29 g (100%) of the title compound. MS (DCI/NH3) m/z 208 (M+H)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; GOMTSYAN, Arthur R.; VOIGHT, Eric A.; BAYBURT, Erol K.; CHEN, Jun; DAANEN, Jerome F.; DIDOMENICO, JR., Stanley; KORT, Michael E.; KYM, Philip R.; MCDONALD, Heath A.; PERNER, Richard J.; SCHMIDT, Robert G.; WO2010/45401; (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.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

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.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