Heterocyclic Building Blocks-Isoquinoline

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(lH)-carboxylate (99.3 mg,0.4 mmol) and mesylate 27c (123 mg, 0.4 mmol) were dissolved in MeCN (1 mL). Cs2CO3 (261 mg, 0.8 mmol) was added and the mixture was stirred at 9O0C overnight. The mixture was then diluted with MeCN and filtered. The filtrate was purified by reverse-phase HPLC to yield the title compound (Example 29). 1H-NMR (400 MHz, CD3CN) delta = 7.04 (d, J = 8.4 Hz, IH), 6.81 (dd, J = 8.4, 2.4 Hz, IH), 6.76 (s, IH), 4.83 (septet, J = 6.4 Hz, IH), 4.47 (s, 2H), 4.04 (br. d, J = 13.2 Hz, 2H), 3.58 (t, / = 6.0 Hz, 2H), 3.15 (t, J = 7.6 Hz, 2H), 2.76 (t, J = 6.0 Hz, 2H), 2.76-2.68 (m, 2H), 1.69-1.61 (m, 4H), 1.47 (s, 9H), 1.47-1.40 (m, IH), 1.34-1.28 (m, 2H), 1.21 (d, J = 6.4 Hz, 6H), 1.02 (ddd, J = 12.8, 12.4, 4.0 Hz, 2H); MS calcd. for [M+2H-Boc]+ C21H34N3O2: 360.2; found: 360.1.

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; IRM LLC; WO2008/97428; (2008); 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.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

The solution of isoquinoline-5-sulfonic acid 1b (4.0 g, 0.019 mol) in 25 mL thionyl chloride and 0.1 mL dimethylformamide was heated to reflux for 2 h. The mixture was then distilled under reduced pressure to remove unreacted thionyl chloide. The crude was washed by dichloromethane (10 mL*2), and air dried to give isoquinoline-5-sulfonyl chloride 1e (3.9 g, yellow solid, yield: 100%). MS-ESI cal. [M+H]+ 227, found 227., 27655-40-9

27655-40-9 Isoquinoline-5-sulfonic acid 241599, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MEDSHINE DISCOVERY INC.; WU, Lingyun; YAO, Yuanshan; CHEN, Zhaoguo; CHEN, Shuhui; (69 pag.)US2017/37050; (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.4456-77-3,Isoquinoline-1,3(2H,4H)-dione,as a common compound, the synthetic route is as follows.,4456-77-3

A mixture of homophthalimide (770 mg, 4.78mmol), 4-pyridinecarboxaldehyde (0.469 mL, 4.78 mmol) and piperidine (0.5 mL) in acetic acid (25 mL) was heated at reflux for 1 h. The resultant solution was cooled to room temperature. The solid product was removed by filtration, washed by water (4 x 10 mL) and dried under vacuum to afford 920 mg (3.67 mmol, 77 % yield ) of a mixture of Z and E isomers of the above compound. 1H-NMR (DMSO-de) complex proton signals shown in aromatic region due to existence of both E and Z isomers. MS ES 251 (M+H)+, 252 (M+2H)+.

As the paragraph descriping shows that 4456-77-3 is playing an increasingly important role.

Reference£º
Patent; BAYER HEALTHCARE AG; WO2007/118602; (2007); 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.

Preparation Example 21 6-(4-Toluenesulfonylamino) isoquinoline In pyridine (30 ml) was dissolved 6-aminoisoquinoline (3.348 g, Synthesis, 733 (1975), and 4-toluenesulfonyl chloride (5.13 g) was added thereto, followed by stirring at room temperature overnight. Water was added thereto, followed by extracting with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The residue was recrystallized from ethanol, to give the title compound (5.958 g, 85%) as pale yellow crystals. 1H-NMR (DMSO-d6) delta (ppm): 2.28 (3H, s), 7.32 (2H, d, J=8.2 Hz), 7.40 (1H, dd, J=1.6, 9.2 Hz), 7.55 (1H, brs), 7.67 (1H, d, J=5.6 Hz), 7.74 (2H, d, J=8.2 Hz), 7.97 (1H, d, J=9.2 Hz), 8.36 (1H, d, J=5.6 Hz), 9.10 (1H, s)., 23687-26-5

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

Reference£º
Patent; Haneda, Toru; Tsuruoka, Akihiko; Kamata, Junichi; Okabe, Tadashi; Takahashi, Keiko; Nara, Kazumasa; Hamaoka, Shinichi; Ueda, Norihiro; Wakabayashi, Toshiaki; Funahashi, Yasuhiro; Semba, Taro; Hata, Naoko; Yamamoto, Yuji; Ozawa, Yoichi; Tsukahara, Naoko; Owa, Takashi; US2003/144507; (2003); 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.660830-62-6,Ethyl 7-bromoisoquinoline-3-carboxylate,as a common compound, the synthetic route is as follows.,660830-62-6

To a stirred solution of ethyl 7-bromoisoquinoline-3-carboxylate (1 .2 g, 4.28 mmol, 1 .0 equiv) in MeOH: THF: H20 (2:2:1 ) (35 mL) was added LiOH monohydrate (0.9 g, 21 .42 mmol, 5 equiv) at 0C and stirring was continued at room temperature for 0.5 h. The reaction mixture was evaporated and quenched with 1 N HCI. The reaction mixture was extracted with 5% MeOH in DCM (3 x 50 mL), and the combined organics was dried over sodium sulphate, filtered and concentrated to give 7-bromoisoquinoline-3-carboxylic acid (1 .0 g, crude) as an off-white solid. LCMS (ES) m/z = 252.0, 254.0 [M+H]+. 1H NMR (400 MHz, DMSO-de) delta ppm 8.01 (dd, J=2.0, 8.8 Hz, 1 H), 8.16 ((d, J=8.8 Hz, 1 H), 8.54 (s, 1 H), 8.64 (s, 1 H), 9.37 (s, 1 H), 13.16 (br. s., 1 H).

660830-62-6 Ethyl 7-bromoisoquinoline-3-carboxylate 69083434, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, [3-BIPHENYL-4-YL-(2S)-[(ISOQUINOLINE-3-CARBONYL)-AMINO]-PROPIONIC ACID] 2-L-amino-3-biphenyl-4-yl-propionic acid methyl ester (100 mg, 0.1 [MMOL)] was reacted with isoquinoline-3-carboxylic acid (78 mg, 0.5 [MMOL)] as described in general procedure A. The resulting compound was hydrolyzed according to general procedure C to afford the title product (132 mg, 81 percent) as a white solid.

As the paragraph descriping shows that 6624-49-3 is playing an increasingly important role.

Reference£º
Patent; TRANSTECH PHARMA, INC.; WO2004/14844; (2004); 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.1041423-28-2,3-Chloro-6-fluoroisoquinoline,as a common compound, the synthetic route is as follows.

Step 4:16.5 g of N-Boc-4-hydroxypiperidine were dissolved in 210ml of diglyme and treated with 4.1g 50% NaH under nitrogen. The resulting mixture was stirred for 1h at room temperature, then 14.8 g of the product from Step 4 was added. The mixture was allowed to stir for 1 day at room temperature, then 100 ml of toluene were added and the resulting mixture was washed with water 3 times. The organic phases were collected and the solvent was removed in vacuo., 1041423-28-2

The synthetic route of 1041423-28-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; WO2007/240; (2007); A1;,
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

GammaAlpha1 6-Chloro-2-(5-iodo-3-pyridyl)-3,4-dihvdroisoquinolin-l-one A mixture of 6-chloro-3,4-dihydro-2H-isoquinolin-l-one (intermediate A-1, 380 mg, 2 mmol), 3,5-diiodopyridine (1.192 g, 3.6 mmol), Cul (152 mg, 0.8 mmol), (IS, 2S)- cyclohexane-l,2-diamine (182.4 mg, 1.6 mmol) and K3PO4 (848 mg, 4 mmol) in dioxane (5 mL) was heated to reflux temperature for 3 hours. After cooling to room temperature, the mixture was poured into satd. aq. NaHC03 solution (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers were washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product, which was then purified by silica gel flash chromatography to afford the title compound (350 mg, 46%) as a white solid. MS: 385.1 (M+H+)., 22246-02-2

22246-02-2 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one 19375637, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt E.; CHEN, Junli; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; LI, Dongbo; MAERKI, Hans Peter; MARTIN, Rainer E.; MAYWEG, Alexander; TAN, Xuefei; WU, Jun; YU, Jianhua; (109 pag.)WO2016/55394; (2016); 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.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

A stirred mixture oftert-butyl 6-(hydroxymethyi)-3,4-dihydroisoquinoiine-2(1H)-carboxylate (8.0 g, 30.4 mrnoi) inDCM (100 mL) was added Mn02 (21.2 g. 243.8 mmoi). The mixture was stirred under reflux for16 h. The mixture was filtered and concentrated in vacuo, the crude product was purified bysilica gel chromatography (PE/:EtOAc =100:1 1 0: 1) to afford the title compound.

622867-52-1 tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 59132278, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (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

To an ice cooled solution of 5-bromo-2-(3-(ethoxycarbonyl)-5-methyl-lH-pyrazol-l-yl)benzoic acid (45.0 g, 127.8 mmol) in DCM (450 mL) were added (5)-(l ,2,3,4-tetrahydroisoquinolin-3-yl)methanol (20.8 g, 102.27 mmol), HATU (72.7 g, 191.2 mmol), DIPEA (55.7 mL, 319.6 mmol) followed by stirring at RT for 12h. The reaction mixture was diluted with DCM (750 mL), washed with water (500 mL), brine (100 mL), dried over sodium sulphate and concentrated invacuo. The residue was purified on silica gel (100-200 mesh) to afford the the title compound as a liquid 50 g (79%). Rf = 0.44 (55 % EtOAc in hexane); NMR (400 MHz, DMSO-d6): delta 8.00 – 7.40 (m, 3H), 7.30 – 7.00 (m, 4H), 6.80 – 6.40 (m, 1H), 5.10 – 3.80 (m, 7H), 3.50 – 2.40 (m, 3H), 2.40 – 2.10 (m, 3H), 1.30 – 1.00 (m, 3H); ES-MS: m/z 498.2 (M+H).

18881-17-9 (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol 776757, aisoquinoline compound, is more and more widely used in various fields.

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