Tag: M.W:100-200

26947-41-1, 3-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,26947-41-1

a) Isoquinoline-3-amidoxime The title compound was prepared from isoquinoline-3-carbonitrile (364 mg, 2.36 mmol) and 50 wt percent hydroxylamine (160 muL, 2.61 mmol) similar to Example 36c, and yielded 439 mg (99percent) of light yellow solid. 1H NMR (DMSO-d6): 9.81 (s, 1H), 9.35 (s, 1H), 8.31 (s, 1H), 8.16 (dd, J=8.17, 0.75 Hz, 1H), 8.06 (d, J=7.97 Hz, 1H), 7.80 (ddd, J=8.24, 6.87, 1.37 Hz, 1H), 7.70 (ddd, J=8.11, 6.87, 1.24 Hz, 1H), 5.97 (s, 2H).

26947-41-1 3-Isoquinolinecarbonitrile 5076808, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P.; US2003/45546; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

80278-67-7, Isoquinoline-5-carbaldehyde is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80278-67-7, Isoquinolin-5-ylmethanol MDE 32040To a solution of isoquinoline-5-carboxaldehyde (0.65 g, 4.14 mmol) in absolute EtOH (20 mL) at 0¡ã C. in a 100 mL round-bottomed flask equipped with a magnetic stirrer was added NaBH4 (156 mg, 4.14 mmol) and the mixture was stirred overnight at RT.The solution was then cooled down to 0¡ã C. before quenching with 2.8 mL of a 6 N aq. HCl solution.The reaction mixture was stirred at RT for 15 min then basified with a 2 N aq. NaOH solution (8.3 mL).EtOH was removed at 40¡ã C. under vacuum and the residue was extracted with CH2Cl2 (2*50 mL).The organic phase was washed with brine (10 mL), dried over Na2SO4, filtered and concentrated at 40¡ã C. under vacuum.Purification by column chromatography (SiO2, eluent cyclohexane_EtOAc=100:0 to 75:25) gave, after evaporation and drying, isoquinolin-5-ylmethanol MDE 32040 as an off-white solid (536 mg, 81percent yield).MW: 159.19; Yield: 81percent; Off-white solid; Mp (¡ã C.): 101.2Rf: 0.25 (cyclohexane:EtOAc=75:25).1H-NMR (CDCl3, delta): 3.23 (broad s, 1H, OH), 5.13 (s, 2H, OCH2), 7.55 (dd, 1H, J=7.7 Hz, ArH), 7.76 (d, 1H, J=7.0 Hz, ArH), 7.86-7.88 (m, 2H, 2*ArH), 8.48 (d, 1H, J=6.0 Hz, ArH), 9.17 (s, 1H, ArH).13C-NMR (CDCl3, delta): 62.5, 116.8, 126.9, 127.7, 128.8, 129.2, 134.0, 136.0, 143.1, 152.9.MS-ESI m/z (percent rel. Int.): 160 ([MH]+, 100).

The synthetic route of 80278-67-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ExonHit Therapeutics SA; ALLERGAN, INC.; US2012/214837; (2012); 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

Then, 2,4-dichloro-6-mophiholin-4-yl-[l,3,5]triazine (3.0 g, 12.8 mmol) thus obtained was dissolved in acetonitrile (50 ml), mixed with diisopropylethylamine (71.7 g, 12.8 mmol) and (_S)-l,2,3,4-tetrahydro-3- isoquinolinemethanol (2.1 g, 12.8 mmol) at room temperature, and stirred for 24 hours. The resulting mixture was diluted with ethyl acetate, and washed successively with water and saturated NaCl. The resulting organic layer was dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure. The resulting residue was purified by column chromatography to obtain [2-(4-chloro-6-morpholin-4-yl-[l,3,5]triazin-2-yl)-l,2,3,4- tetrahydroisoqumolin-(35)-yl]-methanol (4.4 g, 95%).1H NMR (300 MHz, CDCl3) delta: 7.25-7.15 (4H, m), 5.13-5.01 (2H, m), 4.52 (IH, t, J=17.7Hz), 3.85 (4H, br), 3.73 (4H, br), 3.65-3.50 (2H, m), 3.09 (IH, dd, J=15.9Hz, 6.0Hz), 2.89 (IH, dt, J=13.1Hz 3.3Hz), 2.55 (IH, br).

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

Reference£º
Patent; AMOREPACIFIC CORPORATION; CRYSTALGENOMICS, INC.; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY of Yonsei University; WO2008/72850; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-25-4, Isoquinolin-4-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23687-25-4, General procedure: To a solution of 3 (100 mg, 0.18 mmol) in dry DCM (10 mL), oxalyl chloride (70 mg, 0.55 mmol), triethylamine (3 mg, 0.03 mmol) and DMF (2 mg, 0.03 mmol) were added, and the mixture was stirred at room temperature for 2 h. The solvent was removed under reduced pressure, the residue was dissolved in dry THF (1 * 10 mL), the solvent was removed, and the residue was immediately dissolved in dry DCM (10 mL). The solution was cooled to 0 C and triethylamine (24 mg, 0.24 mmol), DMAP (2 mg, 0.02 mmol) as well as 3-aminopyridine (52 mg, 0.55 mmol) were added. After 2 days of stirring, Et2O (100 mL) was added, the organic was washed with diluted HCl (0.1 m, 1 * 100 mL), water (2 * 100 mL) and brine (1 * 50 mL), dried (MgSO4), filtrated and evaporated to dryness. Column chromatography (silica gel, hexane/ethyl acetate, 7:3) afforded 5 (85 mg, 75%) as a white solid; 4.2.242alpha, 3beta, 24-Triacetyloxy-ursan-12-en-28-oic acid 4-isoquinolinyl amide (28) As described for 5, compound 28 (53 mg, 44%) was obtained from 25 and 4-aminoisoquinoline as a white solid; m. p. 173-177 C; RF = 0.40 (silica gel, chloroform/ethyl acetate, 1:1); [alpha]D = -0.85 (c = 0.33, CHCl3); UV-vis (CHCl3): lambdamax (log epsilon) = 289 nm (3.68), 301 nm (3.67), 324 nm (3.72); IR (KBr): nu = 3396 m, 2948 m, 2926 m, 2870 m, 1746vs, 1684 m, 1626w, 1586w, 1522 m, 1488 m, 1456 m, 1370s, 1252vs, 1044 s cm-1; 1H NMR (500 MHz, CDCl3): delta = 9.08 (s, 1 H, H-38), 9.03 (s, 1 H, H-39), 8.00 (d, J = 8.2 Hz, 1 H, H-41), 7.91 (m, 1 H, NH), 7.77-7.72 (m, 2 H, H-44 + H-42), 7.63 (ddd, J = 8.0, 5.9, 2.0 Hz, 1 H, H-43), 5.56 (dd, J = 3.4, 3.4 Hz, 1 H, H-12), 5.14 (ddd, J = 10.5, 10.5, 4.5 Hz, 1 H, H-2), 5.07 (d, J = 10.3 Hz, 1 H, H-3), 3.82 (d, J = 11.8 Hz, 1 H, H-24a), 3.57 (d, J = 11.8 Hz, 1 H, H-24b), 2.22 (d, J = 10.1 Hz, 1 H, H-18), 2.15 (ddd, J = 13.6, 13.6, 4.2 Hz, 1 H, H-16a), 2.10-1.91 (m, 5 H, H-1a + H-11a + H-11b + H-22a + H-16b), 2.08 (s, 3 H, H-36), 2.01 (s, 3 H, H-34), 1.98 (s, 3 H, H-32), 1.86 (ddd, J = 14.4, 14.4, 4.4 Hz, 1 H, H-15a), 1.77 (ddd, J = 13.6, 13.6, 4.3 Hz, 1 H, H-22b), 1.69 (dd, J = 11.0, 6.6 Hz, 1 H, H-9), 1.62 (ddd, J = 13.3, 6.6, 3.2 Hz, 1 H, H-21a), 1.59-1.52 (m, 1 H, H-19), 1.50-1.28 (m, 6 H, H-7a + H-7b + H-21b + H-6a + H-6b + H-5), 1.20-1.04 (m, 3 H, H-15b + H-1b + H-20), 1.17 (s, 3 H, H-27), 1.02 (d, J = 6.3 Hz, 3 H, H-30), 1.00 (s, 3 H, H-25), 0.97 (d, J = 6.5 Hz, 3 H, H-29), 0.85 (s, 3 H, H-23), 0.73 (s, 3 H, H-26) ppm; 13C NMR (125 MHz, CDCl3): delta = 176.8 (C-28), 170.9 (C-35), 170.6 (C-31), 170.5 (C-33), 149.5 (C-39), 140.2 (C-13), 137.6 (C-38), 130.5 (C-42), 130.0 (C-37), 128.9 (C-40), 128.5 (C-41), 128.3 (C-45), 127.4 (C-43), 126.0 (C-12), 120.1 (C-44), 74.9 (C-3), 70.0 (C-2), 65.4 (C-24), 54.7 (C-18), 49.5 (C-17), 47.7 (C-5), 47.7 (C-9), 43.9 (C-1), 42.8 (C-14), 42.1 (C-4), 40.1 (C-19), 39.8 (C-8), 39.3 (C-20), 37.9 (C-10), 37.8 (C-22), 32.5 (C-7), 31.0 (C-21), 28.0 (C-15), 25.2 (C-16), 23.6 (C-11), 23.5 (C-27), 21.3 (C-30), 21.2 (C-32), 21.0 (C-36), 20.9 (C-34), 17.9 (C-6), 17.4 (C-26), 17.4 (C-29), 17.2 (C-25), 14.0 (C-23) ppm; MS (ESI): m/z (%) = 741.5 ([M+H]+, 100), 763.3 ([M+Na]+, 4), 1482.3 ([2 M + H]+, 92); analysis calculated for C45H60N2O7 (740.97): C 72.94, H 8.16, N 3.78; found: C 72.75, H 8.33, N 3.52.

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sommerwerk, Sven; Heller, Lucie; Kuhfs, Julia; Csuk, Rene; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 452 – 464;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

3336-43-4, 1-Chloroisoquinolin-4-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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, 3336-43-4 1-Chloroisoquinolin-4-ol 4281882, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P. V. K. Suresh; Scola, Paul Michael; US2013/115190; (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.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

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

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

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

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, To a stirred solution of 2-(4-chloro-3-dibutylcarbamoyl-5-methyl-pyrazol-l-yl)-5- methoxy-benzoic acid (0.35 g, 0.82 mmol) and (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (0.13 g, 0.82 mmol) in dichloromethane (8 mL) under nitrogen atmosphere was added l-ethyl-3- (3-dimethylaminopropyl)carbodiimide (0.16 g, 0.82 mmol) and hydroxybenzotriazole (0.13 g, 0.82 mmol). The mixture was stirred at ambient temperature for 5 minutes. Triethylamine (0.34 mL, 2.5 mmol) was added to the mixture. The reaction was stirred for 60 hours at ambient temperature. The mixture was washed with water and purified by eluting through a silica gel column with a 10 to 100% ethyl acetate / heptane gradient to afford the title compound (21 mg, 4.5% yield). MS (ESI) [m/e, (M+H)+] = 567.3. XH NMR (400 MHz, chloroform-d) delta ppm 6.75 – 7.36 (m, 7 H), 4.13 – 5.41 (m, 4 H), 3.80 – 3.96 (m, 3 H), 2.51 – 3.71 (m, 8 H), 2.17 – 2.32 (m, 3 H), 1.48 – 1.68 (m, 4 H), 1.19 – 1.44 (m, 4 H), 0.70 – 0.97 (m, 6 H).

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

Reference£º
Patent; NOVARTIS AG; FORD, Daniel; PORTER, John Robert; VISSER, Michael Scott; YUSUFF, Naeem; WO2013/96051; (2013); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem