Category: isoquinoline

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

To a solution of 1-bromoisoquinolin-3-amine (3.00 g, 13.5 mmol) and Et3N (3.8 mL, 27 mmol) in dichloromethane (50 mL) was added a solution of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride (4.18 g, 13.5 mmol) in dichloromethane (50 mL). The resulting reaction mixture was allowed to stir at room temperature for 18 h. The reaction mixture was then washed with 1N aqueous NaOH (2¡Á200 mL), 1 N aqueous HCl (1¡Á200 mL) and saturated aqueous NaHCO3 (1¡Á200 mL). The organics were dried over sodium sulfate and evaporated. The resulting material was purified by silica gel chromatography eluting with 0-50% ethyl acetate/hexanes to yield N-(1-bromoisoquinolin-3-yl)-1-(2,2-difluorobenzo[d][1,3]-dioxol-5-yl)cyclopropanecarboxamide (4.2 g, 70%). ESI-MS m/z calc. 446.0, found 447.1 (M+1)+. Retention time 2.39 minutes.

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; HADIDA RUAH, SARA S.; Miller, Mark; Zhou, Jinglan; Bear, Brian; Grootenhuis, Peter; US2009/143381; (2009); A1;,
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1075-11-2, 6-Fluoroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Chloro-6-fluoro-isoquinoline (24) EPO A solution of 1.5 g 6-fluoro-isoquinoline (23) in 4.5 ml sulfuryl chloride was heated to 60 0C in a microwave reactor (CEM Discovery) for 8 h. After cooling to room temperature the mixture was poured on ice and extracted three times with CHCI3. After drying over Na2SO4 the solvent was distilled off and the crude product was purified by flash chromatography to yield 930 mg of compound 24. LCMS Method No. 1 , retention time 1.37 min, detected mass 182.01 [M+H]+, 1075-11-2

The synthetic route of 1075-11-2 has been constantly updated, and we look forward to future research findings.

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

2a (1.42 g, 5.7 mmol) was added to a mixture of amyl nitrate (1.42 g, 12.1 mmol) and Cu13r2 (2.16 g, 9.67 mmol) in CH3CN (20 mE). The mixture was heated at 80 C. for 2 hours, then cooled and evaporated under reduced pressure. The residue was purified by silica gel colunm chromatography (PE:EA=10: 1, v:v) to provide 2b (1.96 g, 78% yield) as a yellow oil. LC-MS: 312 [M+1].

164148-92-9, 164148-92-9 tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 2756371, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; HELSINN HEALTHCARE SA; Giuliano, Claudio; Daina, Antoine; Pietra, Claudio; (254 pag.)US2017/275301; (2017); A1;,
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1198-30-7, 1-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1198-30-7, EXAMPLE X Preparation of N-[(1,2,3,4-Tetrahydro-2-methyl-1-isoquinolyl)methyl]-N-benzylpropionamide oxalate (TR-3389) Title Compound I, in which R=CH3 R’=H; X=H; A=CH; pY=C2 H2 O4 and q=0 and n=1 was prepared as follows: 1-Cyanoisoquinoline (15.4 g; 0.1 mole) was stirred and heated at reflux for 2.5 hours in 900 ml. of a 1:1 formic acid water solution with 30 g of Raney nickel alloy. The reaction was filtered and the filtrate made basic with 20% NaOH. The resulting suspension was extracted with dichloromethane whereupon the organic layer was separated, dried over MgSO4 and evaporated in vacuo to leave 9.5 g of a green oil. The crude oil was chromatographed through a silica gel column with ethyl acetate; evaporation of the ethyl acetate in vacuo left 7.5 g (40% theory) of 1-formamidoisoquinoline as a yellow oil. This compound was converted to the methiodide salt and reduced catalytically as in Example I to give a 50% yield of 1-formamidomethyl-2-methyl-1,2,3,4-tetrahydroisoquinoline as a yellow oil, 4 g (0.02 mole) of which was refluxed for 60 minutes in 10 ml of concentrated HCl.

1198-30-7 1-Isoquinolinecarbonitrile 306057, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Miles Laboratories, Inc.; US4232160; (1980); A;,
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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

Step A: Benzyl (3S)-3-(hydroxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylate This compound is obtained using a protocol from the literature (R. B. Kawthekar et al South Africa Journal of Chemistry 63, 195, 2009) starting from 15 g of (3S)-1,2,3,4-tetrahydroisoquinolin-3-ylmethanol (91.9 mmol) in the presence of benzyl chloroformate and triethylamine in solution in dichloromethane. After purification by chromatography over silica gel using petroleum ether and ethyl acetate as eluants, the title product is obtained in the form of an oil. 1H NMR: delta (300 MHz; DMSO-d6; 300K): 7.33 (m, 5H, aromatic Hs, O-benzyl); 7.15 (s, 4H, aromatic Hs, H tetrahydroisoquinoline); 5.13 (s, 2H, CH2-Ph); 4.73 (d, 1H, H tetrahydroisoquinoline); 4.47 (m, H, CH2OH); 4.36 (m, 1H, H tetrahydroisoquinoline); 4.28 (d, 1H, H tetrahydroisoquinoline); 3.39 (dd, 1H, CH2OH); 3.23 (dd, 1H, CH2OH); 2.93 (dd, 1H, H tetrahydroisoquinoline); 2.86 (dd, 1H, H tetrahydroisoquinoline) IR: nu: OH: 3416 cm-1; nu: C-H: 754 cm-1

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

Reference£º
Patent; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; DURAND, Didier; US2015/31673; (2015); A1;,
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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, 1. A slurry of 720 mg (2.85 mmol) 5-bromo-8-nitroisoquinoline and 2.48 g (4.27 mmol) magnesium monoperoxyphthalate hexahydrate (85%) in 11 ml 2-propanol was stirred for 6 days at room temperature. The reaction mixture was diluted with brine. The solids were filtered off, washed well with water and dried under vacuum yielding 5-bromo-8-methyl-isoquinoline 2-oxide as yellow solid; HPLC/MS: 1.52 min, [M+H] 269/271.

As the paragraph descriping shows that 63927-23-1 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; Dorsch, Dieter; Jonczyk, Alfred; Hoelzemann, Guenter; Amendt, Christiane; Zenke, Frank; US2013/102603; (2013); A1;,
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105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); A1;,
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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

Intermediate 116(5)-N,N-Dimethyl-2-((l,2 -tetrahydroisoquinolin-3-yl)methoxy)ethanamineIntermediate 116A: (5)-l-(3-(Hydroxymethyl)-3,4-dihydroisoquinolin-2(lH)- yl)ethanone[00362] To (S)-(l,2,3,4-tetrahydroisoquinolin-3-yl)methanol (Aldrich, 350 mg, 2.14 mmol) in EtOAc (4.3 mL) and MeOH (1.1 mL) was added Ac20 (243 mu, 2.57 mmol). The resulting reaction mixture was stirred at room temperature for 2 h. K2CO3 was then added to neutralize the AcOH, and the reaction mixture was filtered through a pad ofCELITE, washing with EtOAc. The filtrate was concentrated in vacuo to give the title compound (316 mg, 72%) as a white solid. lH NMR (CDCI3, 1.5: 1 mixture of amide rotamers) delta 7.26-7.10 (m, 4H), 5.17 (d, J= 18.0 Hz, 0.5H), 4.90 (dt, J= 5.1, 9.4 Hz, 0.5H), 4.66-4.44 (m, 1H), 4.39-4.23 (m, 1H), 3.66-3.55 (m, 1H), 3.55-3.45 (m, 1H), 3.14 (dd, J= 5.9, 16.3 Hz, 0.5H), 3.02 (dd, J= 6.2, 15.8 Hz, 0.5H), 2.92-2.76 (m, 1H), 2.27 (s, 1H), 2.24 (s, 2H); MS(ESI+) m/z 206.1 (M+H)+.

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; CAI, Zhen-wei; TEBBEN, Andrew J.; PEREZ, Heidi L.; ZHANG, Liping; SCHROEDER, Gretchen M.; WEI, Donna D.; WO2012/162365; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147497-32-3,6-Bromo-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

10445] NaH (0.42 g, 17.7 mmol) was added to an ice-cold solution ofproduct of Example l (2 g, 8.8 mmol) in THF (40 ml) portion wise, and the mixture was stirred for 15 mm. Ethyl bromo acetate (2.2 g, 13.2 mmol) was then added to the solution, and the mixture was stirred at room temperature for 3 h. Reaction mixture was quenched with ice-cold water and diluted with ethyl acetate. Organic layer was separated, washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated under vacuum to afford title compound (3.3 g, 80%) as solid. ?H NMR (300 MHz, CDC13): oe 7.93 (d, J=8.4 Hz, 1H), 7.47 (d, J=8.4 Hz, 1H), 7.36 (s, 2H),4.24 (q, J=7.2 Hz, 2H), 3.65 (t, J=7.2 Hz, 2H), 3.04 (t, J=7.2 Hz, 2H), 1.28 (t, J=7.2 Hz, 3H).

147497-32-3, 147497-32-3 6-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865450, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GlaxoSmith Kline Intellectual Property (No.2) Limited; Christensen, IV, Siegfried Benjamin; Qin, Donghui; JOSHI, Hemant; Tangirala, Raghuram S.; US2015/307445; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.

23687-25-4, Example 2282-(cyclopentanecarboxamido)-N-(isoquinolin-4-yl)isonicotinamideIn a 5 mL round-bottom flask was dissolved 2-(cyclopentanecarboxamido)isonicotinic acid (36 mg, 0.154 mmol) and isoquinolin-4-amine (26.6 mg, 0.184 mmol) in dimethylformamide (0.8 mL) to give a tan solution. HATU (117 mg, 0.307 mmol) and Hunig’sBase (0.054 mL, 0.307 mmol) were added, and the mixture was stirred at rt overnight for 19 h. The desired product was obtained by prep-HPLC (5.9 mg, 10%): MS (ESI) (m/z): 361 (M+H)+; 1H NMR (400 MHz, DMSO) delta 10.81 (s, IH), 10.67 (s, IH), 9.32 (s, IH), 8.69 (s, IH), 8.65 (s, IH), 8.59 – 8.51 (m, IH), 8.30 – 8.20 (m, IH), 8.07 – 7.99 (m, IH), 7.91 – 7.84 (m, IH), 7.82 – 7.74 (m, IH), 7.73 – 7.66 (m, IH), 3.05 – 2.98 (m, IH), 1.95 – 1.85 (m, 2H), 1.83 – 1.66 (m, 4H), 1.64 – 1.54 (m, 2H).

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69593; (2015); A1;,
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