Simple exploration of 66491-03-0

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various.

66491-03-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.66491-03-0,7-Amino-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

A solution of 7-amino-3,4-dihydroisoquinolin-1(2H)-one (1.01 g, 6.23 mmol) and N-chlorosuccinimide (832 mg, 6.23 mmol) in N,N-dimethylformamide (10 mL) was and heated to 55 C. for 5 hours. The mixture was poured into water and extracted with ethyl acetate (3¡Á). The combined ethyl acetate layers were concentrated, and residual DMF was removed on high vacuum overnight. The resulting dark oil was purified on silica gel (Biotage SNAP, 50 g, gradient of 50-100% ethyl acetate in heptanes) to give 7-amino-8-chloro-3,4-dihydroisoquinolin-1(2H)-one (Cpd X, 0.539 g, 44%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 7.87 (br. s., 1H), 6.96 (d, J=8.19 Hz, 1H), 6.87 (d, J=8.19 Hz, 1H), 5.32 (s, 2H), 3.20 (dt, J=3.79, 6.17 Hz, 2H), 2.69 (t, J=6.24 Hz, 2H); MS 197 [M+H]+.

66491-03-0 7-Amino-3,4-dihydroisoquinolin-1(2H)-one 13152844, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; PFIZER INC.; Collins, Michael Raymond; Kania, Robert Steven; Kumpf, Robert Arnold; Kung, Pei-Pei; Richter, Daniel Tyler; Sutton, Scott Channing; Wythes, Martin James; US2015/361067; (2015); A1;,
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Brief introduction of 622867-52-1

The synthetic route of 622867-52-1 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.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

Example 30: Preparation of 6-bromomethyl-3,4-dihydro-lH-isoquinoline-2-carboxylic acid tert-butyl ester (30-106) A solution of intermediate 24-95 (2.0 g, 7.6 mmol) and pyridine (1.2 mL, 11 mmol) in DCM (100 mL) is treated in one portion with triphenylphosphine dibromide (4.8 g, 11 mmol) at 0 C. The mixture is allowed to stir for 30 min, then concentrated in vacuo. The resulting crude material is purified by column chromatography on silica gel (using a gradient of 5-60%EtO Ac/heptane) to afford the title compound (2.2 g).

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRENNEMAN, Jehrod Burnett; HUBER, John D.; RAUDENBUSH, Brian Christopher; SARKO, Christopher Ronald; WO2012/122340; (2012); A1;,
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New learning discoveries about 34784-05-9

The synthetic route of 34784-05-9 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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

A round bottom flask charged with 6-bromo isoquinoline (prepared from 4-bromobenzaldehyde according to the literature: Neiko Nerenz, et al. (1998) J. Chien7. Soc. Perkin Trans. 2,437-447, 0.200 g, 0.961 mmol), 1-Boc piperazine (0.215 g, 1.15 mmol), K3PO4 (0.286 g, 1.35 mmol), (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethylamine (0.028 g, 0.072 mmol) and Pd2dba3 (0.022 g, 0.024 mmol) in dry DME (2 mL) was purged under N2 and heated at reflux for 5 hours. After cooling, the mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried and concentrated. The residue was purified by column chromatography (1: 1 hexanes/EtOAc, ) to give 4-Isoquinolin-6-yl-piperazine-1- carboxylic acid tert-butyl ester (0.210 g, 70%) as a white solid. 1H NMR (CDC13, 400 MHz) 5 9.04 (s, 1H), 8.39 (dd, J= 6.8 Hz, J= 2. 8 Hz, 1H), 7.83 (dd, J= 9.2 Hz, J= 2.8 Hz, 1H), 7.45 (d, J= 6.8 Hz, 1H), 7.32 (dd, J= 9.2 Hz, J= 2.4 Hz, 1H), 6.98 (s, 1H), 3.64 (m, 4H), 3.35 (m, 4H), 1.50 (s, 9H). LCMS (APCI+) mlz 314 [M+H] + ; Rt = 2.14 minutes., 34784-05-9

The synthetic route of 34784-05-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
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Brief introduction of 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.

5-Bromo-8-nitroisoquinoline was prepared from the corresponding isoquinoline (2A) according to the procedure found in William Dalby Brown and Alex Haahr Gouliaev, Organic Syntheses Vol. 81, p 98., 119-65-3

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

Reference£º
Patent; PAINCEPTOR PHARMA CORPORATION; WO2008/144931; (2008); A1;,
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Analyzing the synthesis route of 19493-45-9

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

19493-45-9, 3-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 60D 3-chloro-5-nitroisoquinoline The product from Example 60C (1.28 g, 7.85 mmol) in concentrated H2SO4 (30 mL) at 0 C. was treated with a solution of KNO3 (0.84 g, 8.32 mmol) in concentrated H2SO4 (5 mL) dropwise over 5 minutes. The mixture was stirred at 0 C. for 10 minutes, allowed to warm to room temperature, and stirred overnight. The mixture was poured onto 65 g of ice and the precipitated yellow solid was collected by filtration. The solid was slurried in water, collected by filtration, washed with water, and allowed to air-dry to provide the title compound as a pale yellow solid (0.45 g, 28%)., 19493-45-9

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

Reference£º
Patent; Abbott Laboratories; US6933311; (2005); B2;,
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Analyzing the synthesis route of 105627-79-0

105627-79-0, The synthetic route of 105627-79-0 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.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

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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Brief introduction of 20232-39-7

20232-39-7, As the paragraph descriping shows that 20232-39-7 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.20232-39-7,6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

General procedure: A solution of dihydroisoquinoline hydrochloride salt (9.3 g, 40.9 mmol) and methyl vinyl ketone 7b (6.1g, 49.1 mmol) in absolute EtOH (41 mL) was stirred at 90 ¡ãC for 48 h. After the reaction mixture was cooled to rt, the solvent and the excess of reagent were removed in vacuo. The residue was chromatographed (SiO2, 20percent EtOAc/Hexanes to 50percent EtOAc/Hex). Product 8b was obtained as pale yellow solid (2.2 g, 17percent yield).

20232-39-7, As the paragraph descriping shows that 20232-39-7 is playing an increasingly important role.

Reference£º
Article; Zheng, Pinguan; Lieberman, Brian P.; Choi, Seok Rye; Plo?essl, Karl; Kung, Hank F.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 11; (2011); p. 3435 – 3438;,
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Downstream synthetic route of 891785-28-7

As the paragraph descriping shows that 891785-28-7 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.891785-28-7,6-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

891785-28-7, A mixture of 6-bromoisoquinolin-3-amine (XV) (2.57 g, 11.52 mmol), 1-methyl-5-(tributylstannyl)-1H-imidazole (LXXI) (Combi-blocks) (4.28 g, 11.53 mmol), Pd(PPh3)4 (1.39 g, 1.2 mmol) in dioxane (57.6 mL) was purged with N2 gas for 10 min and then heated to 90 C. overnight. The solvent was evaporated under high vacuum and the residue was purified by column chromatography (0?10% MeOH/CHCl3) to give 6-(3-methylimidazol-4-yl)isoquinolin-3-amine (LXXII) as an olive green solid (2.32 g, 9.83 mmol, 85.3% yield). ESIMS found for C13H12N4 m/z 225.1 (M+H).

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

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); A1;,
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Brief introduction of 23687-26-5

23687-26-5, 23687-26-5 6-Aminoisoquinoline 588991, aisoquinoline compound, is more and more widely used in various.

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

To trans-benzyl 2-(3-((benzyloxy)carbonyl)phenyl)cyclopropane-1-carboxylic acid (E169) in pyridine were added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred overnight at room temperature under N2. The solution was poured into NaHC03 and extracted with EtOAc, dried (Na2S04), filtered and evaporated. Column chromatography over silica gel eluting with 0- 4percent MeOH-CH2CI2 gave pure trans-benzyl 3-(2-(isoquinolin-6-ylcarbamoyl)cyclopropyl)benzoate (E170).

23687-26-5, 23687-26-5 6-Aminoisoquinoline 588991, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; DELONG, Mitchell, A.; STURDIVANT, Jill, M.; LICHOROWIC, Cynthia, L.; KORNILOV, Andriy; (186 pag.)WO2018/183911; (2018); A1;,
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Simple exploration of 164148-92-9

164148-92-9, The synthetic route of 164148-92-9 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.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

To a dichloromethane (10 mL) solution of 4-nitrophenyl chloroformate (812 mg), a dichloromethane (10 mL) solution of 6-amino-2N-Boc-1,2,3,4-tetrahydroisoquinoline (1.00 g) and pyridine (0.33 mL) was gradually added at 0C. The reaction mixture was stirred at 0C for 1 hour and at room temperature for 2 hours and then concentrated. The residue was vigorously stirred in a mixed solution of diisopropyl ether and water (diisopropyl ether/water). The precipitate was collected by filtration and dried under reduced pressure to obtain the title compound (1.46 g, 88%) as a yellow solid. 1H NMR (400 MHz, CDCl3): delta (ppm) = 8.40-8.24 (3H, m), 7.50-6.99 (4H, m), 5.33 (1H, brs), 4.67-4.49 (2H, m), 4.67-4.49 (2H, m), 2.97-2.79 (2H, m), 1.50 (9H, s).

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; Daiichi Sankyo Company, Limited; EP2256105; (2010); A1;,
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