Analyzing the synthesis route of 622867-52-1

The synthetic route of 622867-52-1 has been constantly updated, and we look forward to future research findings.

622867-52-1, tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,622867-52-1

Add activated manganese(IV) oxide (2.85 g, 32.77 mmol) to a solution of 6-hydroxymethyl-3 ,4-dihydro- 1H-isoquinoline-2-carboxylic acid tert-butyl ester (863.00mg, 3.28 mmol) in dichloromethane (50.00 mL) at room temperature and stir at thattemperature for 16 hours. Filter over a pad of CELITE and wash the CELITE pad with dichioromethane. Concentrate the filtrate under reduced pressure to afford the title compound (740 mg, 2.83 mmol). MS (m/z): 206 (M+1-tBu).

The synthetic route of 622867-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; BURKHOLDER, Timothy Paul; DEL PRADO, Miriam Filadelfa; FERNANDEZ, Maria Carmen; HEINZ II, Lawrence Joseph; PRIETO, Lourdes; ZHAO, Genshi; WO2015/54060; (2015); A1;,
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Simple exploration of 63927-23-1

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63927-23-1,5-Bromo-8-nitroisoquinoline,as a common compound, the synthetic route is as follows.

63927-23-1, 3. Synthesis of 5-bromo-8-nitro-iv~-methylisoquinolinium iodide.Iodomethane (506 mmol) was added to a solution of 5-bromo-8-nitroisoquinoline (101 mmol) in N,iV-dimethylformamide (200 mL) and the reaction mixture was maintained for 16 h at 40 0C. The precipitated solids were collected by filtration, washed with ether (2 x 250 mL), and dried to provide 5-bromo-8-nitro-7V-methylisoquinolinium iodide in 83% yield as a red solid.

63927-23-1 5-Bromo-8-nitroisoquinoline 816983, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; DANCA, Mihaela, Diana; DUNN, Robert; TEHIM, Ashok; XIE, Wenge; WO2010/21797; (2010); A1;,
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Analyzing the synthesis route of 18881-17-9

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

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, The experimental procedure used for this reaction was adapted from the literature.15 To a solution of (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline 4 (1.42 g, 8.70 mmol) in dioxane (20 mL) and water (10 mL) at 0 C, was added dropwise a solution of potassium hydrogen carbonate (4.30 g, 41.0 mmol) in water (10 mL) over 15 min followed by addition of CbzCl (1.63 g,9.50 mmol). The mixture was stirred for 1.5 h at 0 C and then atambient temperature for a further 1.5 hours. Completion of the reaction was monitored by TLC in hexane:ethyl acetate (60:40,Rf = 0.32). The solvent was removed under reduced pressure to afford the crude compound (S)-benzyl 3-(hydroxymethyl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate 5, which was purified by column chromatography using 0-40% ethyl acetate in hexane as the eluent to yield pure compound 5 as an oil. Yield1.85 g (74%). [alpha]D20 (c = 0.35, in CH2Cl2). IR numax/cm-1 = 3418, 3030,2945, 1676, 1415, 1345, 1219, 1119, 1027 and 741. NMR spectrumare reported for a mixture of two rotamers.20.21 1H NMR(400 MHz, CDCl3) delta = 2.83 (brd, 1H, J = 15.15 Hz), 3.04 (dd, 1H,J=6.08, 15.95 Hz) , 3.36-3.63 (m, 2H), 4.29-4.47 (m, 1H), 4.48-4.64(m, 1H), 4.70-4.95 (m, 1H), 5.19 (s, 2H) and 7.01-7.43 (m, 9H). TheOH proton was not observed. 13C NMR (100 MHz, CDCl3) delta =156.9, 136.4, 132.8, 132.5, 129.8, 128.8, 128.5, 128.0, 127.9, 127.8,127.0, 126.4, 126.0, 125.9, 67.4, 63.3, 52.3, 43.7 and 29.8.HRESI MS:m/z = 320.2159 [M+ Na]+ (calcd. for C18H19NNaO3 = 320.1257).

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

Reference£º
Article; Kawthekar, Rahul B.; Peters, Byron K.; Govender, Thavendran; Kruger, Hendrik G.; Maguire, Glenn E.M.; South African Journal of Chemistry; vol. 63; (2010); p. 195 – 198;,
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Simple exploration of 119-65-3

119-65-3, The synthetic route of 119-65-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119-65-3,Isoquinoline,as a common compound, the synthetic route is as follows.

General procedure: To an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), and heteroarene(0.4 mmol, 1 eq.), anhydrous dichloroethane (1 mL), then chloride source (5 equiv). The solutionwas allowed to stir (1000 rpm) at 50 C for the indicated amount of time. After which the solutionwas washed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.

119-65-3, The synthetic route of 119-65-3 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;,
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Analyzing the synthesis route of 486-73-7

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

486-73-7, Isoquinoline-1-carboxylic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Step 1) Synthesis of methyl (3-chloro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetate In DMF (15 ml) were dissolved 1-isoquinolinecarboxylic acid (1.00 g, 5.77 mmol), methyl 4-amino-3-chlorophenylacetate (1.23 g, 6.16 mmol), HOBt (0.16 g, 1.15 mmol), and DMAP (0.14 g, 1.15 mmol). To the resulting solution was added EDC HCl (1.33 g, 6.93 mmol), followed by stirring at room temperature for 14 hours. The reaction mixture was poured into water (40 ml). The crystals precipitated were collected by filtration under reduced pressure, washed with water and ether, dried under reduced pressure to give methyl (3-chloro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetate (1.14 g, 56%) as a brown solid. 1H-NMR (CDCl3) delta: 3.62 (s, 2H), 3.72 (s, 3H), 7.29 (m, 1H), 7.40 (d, J=1.9Hz, 1H), 7.71-7.78 (m, 2H), 7.88-7.91 (m, 2H), 8.58 (d, J=5.4Hz, 1H), 8.65 (d, J=8.3Hz, 1H), 9.71 (m, 1H), 11.02 (m, 1H). MS (ESI) m/z 355 (M++1).

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; DAIICHI PHARMACEUTICAL CO., LTD.; EP1346982; (2003); A1;,
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Simple exploration of 13130-79-5

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

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

General procedure: A roundbottomed flask was charged with 1-bromoisoquinolin-3-amine (4a, 0.300 g,1.34 mmol), 2-nitrophenylboronic acid (0.268 g, 1.61 mmol), Pd(PPh3)4(0.077 g, 0.067 mmol, 5 mol %), and Na2CO3 (0.284 g, 2.68 mmol) followed by adding toluene (8 mL), EtOH (4 mL) and H2O (0.5 mL). The mixture was flushed with argon for 5 min and, then, was heated under reflux for 12 h with magnetic stirring. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica using hexane/EtOAc (1:1) as the eluent yielding yellow crystals 3a (0.298 g, 84%, mp 154-155 C).

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Balog, Jozsef; Riedl, Zsuzsanna; Hajos, Gyoergy; Tetrahedron Letters; vol. 54; 39; (2013); p. 5338 – 5340;,
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Simple exploration of 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39989-39-4,7-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.

Preparation 5 1-Amino-7-methoxyisoquinoline A solution of 8.0 g of 7-methoxyisoquinoline in 45 ml of N,N-dimethylaniline was warmed at 60 C., and then 5.9 g of sodium amide was added. The reaction mixture was heated at 130 C. over a period of 2 hours, and stirred for further 1 hour under the same conditions. After being cooled, the reaction mixture was poured into ice water and extracted with chloroform. The extract was washed with water, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from benzene to give 5.7 g of the title compound as colorless flakes. m.p.: 137.5-138.0 C.; IR(KBr): 3440, 3340, 3150, 3080, 2980, 2850, 1652, 1605, 1569, 1516, 1455, 1428, 1385, 1350, 1298, 1241, 1209, 1190, 1136, 1085, 1032, 915, 890, 853, 830; NMR(CDCL): 7.84(1H,d,J=6.0 Hz), 7.59(1H,d,J=9.0 Hz), 7.20(1H,dd,J=2.0 Hz,9.0 Hz), 7.07(1H,d,J=2.0 Hz), 6.95(1H,d,J=6.0 Hz), 5.33(2H,brs), 3.82(3H,s), 39989-39-4

39989-39-4 7-Methoxyisoquinoline 594375, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Shinnippon Pharmaceutical, Inc.; US6020342; (2000); A;,
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Downstream synthetic route of 147497-32-3

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

147497-32-3, 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromo-1-oxo-1,2,3,4-tetrahydroisoquinoline (2.82 g, 12.5 mmol) in DMF (80 ml) is added 1-bromo-3-phenylpropane (2.89 ml, 18.75 mmol), KI (200 mg, 1.25 mmol) and NaH (600 mg, 25 mmol). The reaction mixture is stirred for 3 hours and subsequently poured into H2 O (300 ml). The resulting emulsion is extracted with EtOAc (2*150 mL) and the organic phase washed with 2N HCl (1*200 mL), H2 O (1*200 mL), saturated NaHCO3 solution (1*200 mL), saturated NaCl solution (2*200 mL), dried over MgSO4 and concentrated in vacuo. The residue is chromatographed (silica gel, 9:1 hexane/EtOAc) to give 2-(3-phenylpropyl)-6-bromo-1-oxo-1,2,3,4-tetrahydroisoquinoline., 147497-32-3

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

Reference£º
Patent; Ciba-Geigy Corporation; US5334600; (1994); A;; ; Patent; Ciba-Geigy Corporation; US5260316; (1993); A;,
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Brief introduction of 19493-45-9

19493-45-9, As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19493-45-9,3-Chloroisoquinoline,as a common compound, the synthetic route is as follows.

Preparation of 3-Chloroisoquinoline (33 mg, 0.2 mmol) and tert-butyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (66 mg, 0.2 mmol) were reacted using general procedure A to afford tert-butyl (4-(isoquinolin-3-yl)phenyl)(methyl)carbamate as a clear oil (12 mg, 18%). 1H NMR (400 MHz, CDCl3): delta 9.33 (s, 1H), 8.09 (m, 2H), 8.05 (s, 1H), 7.99 (m, 1H), 7.87 (m, 1H), 7.69 (m, 1H), 7.58 (m, 1H), 7.38 (m, 2H), 3.32 (s, 3H), 1.48 (s, 9H); MS (ESI): 335 (M+H+).

19493-45-9, As the paragraph descriping shows that 19493-45-9 is playing an increasingly important role.

Reference£º
Patent; Siemens Medical Solutions USA, Inc.; US2010/239496; (2010); A1;,
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Simple exploration of 1082041-78-8

1082041-78-8 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one 22890891, aisoquinoline compound, is more and more widely used in various fields.

1082041-78-8, 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 71 Preparation of 6-methyl-2-(4-(trifluoromethyl)pyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (71A) 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one (I-69d: 500 mg, 3.1 mmol) was reacted with 3-bromo-4-trifluoromethyl)-pyridine (842 mg, 3.72 mmol), 1,4-dioxane (20 mL), copper iodide (59 mg, 0.31 mmol), trans-N,N’-dimethyl-cyclohexyl-1,2-diamine (44 mg, 0.31 mmol and potassium phosphate (1.64 g, 7.76 mmol) 2 days at 120 C. to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3) afforded 150 mg of the product (15.7% yield)., 1082041-78-8

1082041-78-8 6-Methyl-3,4-dihydroisoquinolin-1(2H)-one 22890891, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
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