Day: November 10, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4494-18-2,1-Isoquinolinecarboxaldehyde,as a common compound, the synthetic route is as follows.

Compound 24: 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzene-sulfonamide: A solution of 4-(2-aminoethyl)benzenesulfonamide (1.0 g, 5.0 mmol), AcOH (1.0 mL) and isoquinoline-1-carbaldehyde (2.09 g, 13.3 mmol) in DCE (50 mL) was stirred at 75 C for 30 min under nitrogen. The reaction mixture was cooled to 0 C, and treated with NaBH(OAc)3 (3.165 g, 15 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by flash chromatography over silica gel to afford 4-(2-(bis(isoquinolin-1-ylmethyl)amino)ethyl)benzenesulfonamide (1.86 g, 77%). 1H NMR (400 MHz, DMSO-d6) 8.24 (d, J = 8.8 Hz, 2 H), 7.96 (d, J = 8.4 Hz, 2 H), 7.91 (d, J = 8.0 Hz, 2 H), 7.72 (t, J = 7.8 Hz, 2 H), 7.65 (d, J = 8.4 Hz, 2 H), 7.55 (t, J = 7.6 Hz, 2 H), 7.50 (d, J = 8.4 Hz, 2 H), 7.30 (d, J= 6.0 Hz, 2 H), 7.29 (s, 2 H), 4.01 (s, 4 H), 2.94 (t, J = 7.0 Hz, 2 H), 2.78 (t, J= 7.0 Hz, 2 H); MS (ESI), 483.3 (M+H)+., 4494-18-2

As the paragraph descriping shows that 4494-18-2 is playing an increasingly important role.

Reference£º
Patent; Molecular Insight Pharmaceuticals, Inc.; Babich, John W.; Zimmerman, Craig N.; Joyal, John; Maresca, Kevin P.; Marquis, John; Lu, Genliang; Wang, Jian-cheng; Hillier, Shawn; (110 pag.)EP2706057; (2016); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

13130-79-5, 1-Bromoisoquinolin-3-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Pd(OAc)2 (0.0403 mmol) and triphenylphosphine (0.201 mmol) in toluene (13.0 ml_) was stirred at rt under an inert atmosphere for 10 min. After that period, commercially available 3-amino-1 -bromoisoquinoline (1.34 mmol, 300 mg), anhydrous K2CO3 (2.02 mmol), and commercially available 4-methoxybenzeneboronic acid (2.69 mmol) were sequentially added. The resulting mixture was heated at 100 C in a sealed vial under an inert atmosphere overnight. After being cooled to rt, the mixture was diluted with water and extracted with EtOAc. The combined organic phases were dried over anhydrous sodium sulphate and concentrated under vacuum. The crude residue was purified by flash column chromatography over silica gel, eluting with a 7:3 petroleum ether/EtOAc mixture as the eluent to afford intermediate V (97% yield). [1H-NMR (CDC ) d (ppm): 3.89 (s, 3H), 4.48 (bs, 2H), 6.72 (s, 1 H), 7.04 (AA?XX?, 2H, JAX = 8.8 Hz, JAAVXX? = 2.5 Hz), 7.17 (ddd, 1 H, J = 8.6, 6.7, 1.2 Hz), 7.47 (ddd, 1 H, J= 8.4, 6.7, 1.2 Hz), 7.57 (d, 1 H, J = 8.4 Hz), 7.62 (AA?XX?, 2H, JAX = 8.8 Hz, JAAVXX = 2.5 Hz), 7.90 (dd, 1 H, J= 8.5, 0.8 Hz).]

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITA’ DI PISA; CALDERONE, Vincenzo; MINUTOLO, Filippo; TUCCINARDI, Tiziano; TESTAI, Lara; GRANCHI, Carlotta; MARTELLI, Alma; CITI, Valentina; DE LORENZO GARDINAL, Virginia; LENZI, Giulia; LEO, Francesca; MALLOGGI, Giulia; (0 pag.)WO2019/162911; (2019); 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, Step 1 To a cooled (0 C.), stirred suspension of C-1 (6.018 g, 26.98 mmol, 1.00 equiv.) in BMIM.BF4 (50 mL, 0.26 mol, 9.7 equiv.) was added NO.BF4 (3.90 g, 32.7 mmol, 1.21 equiv.) in several portions over 3 min. The mixture quickly changed in color from pale yellow-brown color to yellow-orange and warmed to ambient temperature with the evolution of nitrogen. After 15 min the effervescence subsided to produce a mobile yellow-orange suspension. After 60 min at RT the mixture was treated with sat’d. aq. NaHCO3, diluted with water and extracted with EtOAc. The lower of the three layers was discarded, and the upper EtOAc phase separated. The orange-brown middle layer was diluted with sufficient water to become homogeneous and again extracted with EtOAc. The combined EtOAc phases were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford 6.792 g of a pale brown crystalline solid. The crude residue was absorbed onto silica gel and purified by SiO2 chromatography eluting with an EtOAc/heptane gradient (0 to 30% EtOAc) to afford 4.248 g (70%) of 6-bromo-3-fluoroisoquinoline (C-2) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.94 (s, 1H), 8.00 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.63 (dd, J=8.8, 1.6 Hz, 1H), 7.17 (s, 1H). LCMS: MH+226.1/228.2.

As the paragraph descriping shows that 891785-28-7 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); 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

EXAMPLE IV 6,7-Dimethoxy-1-(alpha-morpholinomethyl)-veratrylisoquinoline dihydrochloride (P3313) A mixture of 8 g (0.024 mole) of papaverine, 0.93 g (0.031 mole) of paraformaldehyde, 2.62 g (0.030 mole) of morpholine, 2.5 ml of concentrated hydrochloric acid, and 100 ml of ethyl alcohol was stirred and heated at reflux for 8 hours. The reaction mixture was cooled at -5C for 24 hours. The cooled reaction mixture was filtered to remove 1.5 g of papaverine hydrochloride. The filtrate was evaporated to a thick residue. This was dissolved in 100 ml of water and the solution made basic by the addition of 10N sodium hydroxide solution. The basic mixture was extracted with three 100 ml portions of ether. The ether extracts were combined, dried over anhydrous magnesium sulfate and filtered. The product was precipitated from the ether solution by the addition of hydrogen chloride. The precipitated solid was collected on a filter and recrystallized twice from isopropyl alcohol to yield 4.0 g of product melting at 182-184C. The infrared spectrum was consistent with the assigned structure. Analysis – Calculated for C25 H32 Cl2 N2 O5: C, 58.70; H, 6.32; Cl, 13.86; N, 5.48. Found: C, 58.91; H, 6.30; Cl, 13.37; N, 5.34.

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

Reference£º
Patent; Armour Pharmaceutical Company; US3966724; (1976); 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.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 4 1-Bromo-3-aminoisoquinoline is reacted with an equimolar quantity of morpholine as described in Example 1 to give 1-morpholinyl-3-aminoisoquinoline. Yield: 92%. M.p.: 153-154 C.

13130-79-5, The synthetic route of 13130-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Egyt Gyogyszervegyeszeti Gyar; US4324894; (1982); 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 51.0 g (245.1 mmol) of 6-bromo-isoquinoline (3) in 800 ml of dichloromethane were added under mechanical stirring 90.6 g (367.6 mmol) of 3- chloro-benzenecarboperoxoic acid (70%). After stirring for 4 h at room temperature and standing overnight, saturated sodium hydrogen carbonate-solution was added until two clear layers were obtained. The dichloromethane solution was separated and washed with saturated NaCI-solution. The aqueous layers were extracted with a chloroform/isopropanol (3:1) mixture and the organic layers were combined, washed again with saturated NaCI-solution, dried over magnesium sulfate and evaporated. The obtained crude product (53,0 g) was used without further purification. Rt = 0.89 min (Method C). Detected mass: 226.2 (M+H+)., 34784-05-9

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

Reference£º
Patent; SANOFI-AVENTIS; WO2008/77552; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-26-5, 6-Aminoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

K3P04 (0.481 g, 2.264 mmol), Pd2(dba)3 (0.043 g, 0.0472 mmol) and Xantphos (0.045 g, 0.0786 mmol) were added to a solution of intermediate 6 (0.127 g, 0.786 mmol) in THF (6 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.125 g, 0.865 mmol, CAS 23687-26-5) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 90 ¡ãC for 16 h. After cooling to rt, the mixture was washed with sat. NaHC03 and extracted with EtOAc. The organic layer was dried over MgS04, filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane from 5/95 to 100/0). The desired fractions were collected and concentrated in vacuo. The product was purified by preparative HPLC ((from 59percent H20 (25 mM NH4HC03) – 41 percent MeCN- MeOH to 17percent H20 (25 mM NH4HC03) – 83percent MeCN-MeOH). The desired fractions were collected and concentrated in vacuo. The product was triturated with n-pentane to yield compound 4 as a beige solid (0.075 g, 34percent). NMR (300 MHz, (0207) CHLOROFORM- ) delta ppm 5.69 (d, J=54.6 Hz, 2 H) 6.80 (br s, 1 H) 7.00 (d, J=8.9 Hz, 1 H) 7.39 – 7.47 (m, 1 H) 7.54 (d, J=5.8 Hz, 1 H) 7.89 (d, J=8.8 Hz, 1 H) 7.97 (s, 1 H) 8.22 (d, J=2.1 Hz, 1 H) 8.43 (d, J=5.8 Hz, 1 H) 9.09 (s, 1 H)

23687-26-5, As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63927-23-1, 3. Synthesis of 5-bromo-8-nitro-N-methylisoquinolinium iodide; Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) in N,N-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 C. The precipitated solids were collected by filtration, washed with ether (2¡Á250 mL), and dried to provide 5-bromo-8-nitro-N-methylisoquinolinium iodide in 83% yield as a red solid.

The synthetic route of 63927-23-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/16297; (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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, General procedure: At 0 ¡ãC and with stirring to the solution of 865 mg (5.0 mmol) of isoquinoline-3-carboxylic acid in 10 ml of anhydrous THF 675 mg (5.0 mmol) of HOBt was added to form reaction mixture A. The solution of 5.5 mmol of l-amino acid benzylester in 5 ml of anhydrous THF was adjusted pH 9 with triethylamine and stirred for 30 min to form mixture B. At 0 ¡ãC the mixtures A and B were mixed and then 1339 mg (6.5 mmol) of DCC was added. The reaction mixture was stirred at 0 ¡ãC for 2 h, at room temperature for12 h and TLC (ethyl acetate/petroleum ether, 1:2) indicated the complete disappearance of isoquinoline-3-carboxylic acid. The formed precipitates of DCU were removed by filtration and the filtrate was evaporated under vacumm. The residue was dissolved in 50 ml of ethyl acetate and the formed solution was washed successively with saturated aqueous solution of NaHCO3 (30 ml .x. 3), 5percent aqueous solution of KHSO4 (30 ml .x. 3) and saturated aqueous solution of NaCl (30 ml .x. 3) and dried over anhydrous Na2SO4. After filtration the filtrate was evaporated under vacumm and the residure was purified on silica gel chromatography (CHCl3:MeOH, 20:1) to give the title compounds.

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zheng, Meiqing; Yang, Yifan; Zhao, Ming; Zhang, Xiaoyi; Wu, Jianhui; Chen, Gong; Peng, Li; Wang, Yuji; Peng, Shiqi; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1672 – 1681;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3482-14-2,Isoquinolin-8-ol,as a common compound, the synthetic route is as follows.

Synthesis of 8-propoxy-isoquinoline (2) To a solution of 8-hydroxy-isoquinoline (1) (1.7 g, 11.7 mmol) in DMF (20 ml) at 0 C was added NaH (940 mg, 23.4 mmol, 2.0 eq.). The mixture was stirred for 30 min. Bromopropane (1.6 ml, 17.6 mmol, 1.5 eq.) was then added. The reaction was allowed to warm to RT and was stirred for 1 h. The reaction was diluted with EtOAc and washed with water. The organic layer was dried over MgSO4 and concentrated. The residue was purified by flash chromatography (cyclohexane/EtOAc 10/0 to 8/2) to afford 1.4 g (63 %) of 8-propoxy-isoquinoline (2) as red oil. 1H NMR (300 MHz,DMSO-d6) delta : 9.66 (s, 1H), 8.52 (d, J = 5.8 Hz, 1H), 8.17 (d, J = 7.1 Hz, 1H), 7.8 (t, J = 8.1 Hz, 1H), 7.65 (d, J = 8.2 Hz, 1H), 7.28 (d, J = 7.8 Hz, 1H), 4.02 (s, 3H)., 3482-14-2

3482-14-2 Isoquinolin-8-ol 135441711, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Sygnis Bioscience GmbH & Co. KG; EP2332917; (2011); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem