Simple exploration of 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NO3 (348mg, 3.7414mmol) was added to a solution of 3,4-dihydro-2H- isoquinolin-l-one (I-23b: 500mg, 3.4013mmol) in concentrated H2S04 (10.2mL) at 0C and the resulting mixture was stirred at room temperature for 3 hours. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mixture was quenched in chilled water and extracted with ethylacetate. The organic layer was washed with brine solution, dried over Na2S04 and concentrated. The concentrate was crystallized from diethyl ether to afford 400mg of the product (61.2% yield).1H NMR (DMSO-D6, 300 MHz): delta 8.60-8.48 (m, IH), 8.40-8.24 (m, 2H), 7.63 (d, IH), 3.52-3.40 (m, 2H), 3.05 (t, 2H), 1196-38-9

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; MOEBITZ, Henrik; SENGUPTA, Saumitra; WO2012/35078; (2012); A1;,
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Analyzing the synthesis route of 82827-09-6

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, A solution of 6-bromoisoquinolin-1 (2H)-one (Example 1b, 2.5 g) dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) under nitrogen. The resulting mixture was stirred at 100 0C for 8 h. Further cesium carbonate (1 eq), 3-brbmo-2,2-dimethylpropan-1-ol (1 eq) and water (5ml_) were added and the resulting mixture was stirred at 130 C for 10 h. The incomplete reaction was diluted with water and extracted with ethyl acetate. The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was dissolved in NMP (20 mL) was treated with cesium carbonate (7.27 g) and 3-bromo-2,2-dimethylpropan-1-ol (2.75 mL) and sodium iodide (0.167 g) under nitrogen and heated at 130 0C for 10 h. The reaction mixture was diluted with water (250 mL), and extracted with ethyl acetate (300 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was purified by (SiO2 chromatography, elution 60% diethyl ether in isohexane) to afford the subtitle compound (0.93 g) as a solid. 1H NMR 5 (CDCI3) 8.30 (d, 1H), 7.75 – 7.68 (m, 1H), 7.60 (d, 1 H), 7.05 (d, 1 H), 6.46 (d, 1H), 4.66 (t, 1H), 3.91 (s, 2H), 3.09 (d, 2H), 1.02 (s, 6H)

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
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Analyzing the synthesis route of 34784-05-9

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

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.

Reference Example 1Synthesis of 6-aminoisoquinoline (Reference Compound 1)6-bromoisoquinoline that weighed 17.2 g (see WO 2008/077553), 200 mL of 28percent ammonia water and 10.8 g of copper (II) sulfate pentahydrate were put into the autoclave and tightly sealed, and the mixture was then stirred at 190¡ã C. for 6 hours.After cooling to room temperature, the reaction solution was poured into 250 mL of a 10percent aqueous sodium hydroxide solution, followed by extraction with ethyl acetate (100 mL*5).The extract was dried over anhydrous sodium sulfate, filtered, and then concentrated.The obtained crude product was suspended in dichloromethane and then filtered to obtain 10.2 g of the compound of interest as a light brown crystal (85percent).1H-NMR spectrum (CDCl3, delta ppm): 5.54 (br s, 2H), 6.58 (s, 1H), 7.00 (d, J=9.0 Hz, 1H), 7.35 (d, J=5.5 Hz, 1H), 7.75 (d, J=9.0 Hz, 1H), 8.32 (d, J=5.5 Hz, 1H), 8.98 (s, 1H)

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; D. WESTERN THERAPEUTICS INSTITUTE, INC; US2012/35159; (2012); A1;,
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New learning discoveries about 4602-73-7

4602-73-7, As the paragraph descriping shows that 4602-73-7 is playing an increasingly important role.

4602-73-7, 7-Hydroxy-6-methoxy-3,4-dihydroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 20 (100 mg, 0.56 mmol), 2-phenylethyl bromide (311 mg, 1.68 mmol), and 2-propanol (3.5 mL) was refluxed for 15 hours. The resulting solution was concentrated and MeOH (5 mL) was added to dissolve the residue. The solution was cooled in an ice-bath and then NaBH4 (49 mg, 1.29 mmol) was added slowly under N2. The mixture was stirred for another 10 minutes and then concentrated. The residue was treated with H2O (20 mL) and CHCl3 (20 mL), and then the organic layer was washed with brine, dried over MgSO4, filtered, and evaporated. The crude residue was chromatographed (silica gel, MeOH/CH2Cl2=1/100) to afford compound 21 as a white solid (146 mg, 0.52 mmol, 92%).

4602-73-7, As the paragraph descriping shows that 4602-73-7 is playing an increasingly important role.

Reference£º
Patent; NATIONAL TAIWAN UNIVERSITY; SU, MING-JAI; HSIN, LING-WEI; US2013/59882; (2013); A1;,
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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, 6-Bromo-3-fluoroisoquinoline. To a mixture of 6-bromoisoquinolin-3- amine (0.710 g, 3.18 mmol) in pyridine hydrofluoride (10 mL, 3.18 mmol) at -78C was carefully added sodium nitrite (0.26 g, 3.82 mmol). The reaction mixture was stirred at – 78C for 5 minutes. The reaction mixture was warmed to room temperature over 40 minutes. The mixture was poured into an ice bath, and the pH was adjusted to >9 with Na2COa. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtOAc – water with stirring. The mixture was extracted with EtOAc (3 x 200 mL). The EtOAc was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel (EtOAc 0-7 % in hexane) provided the product (500 mg, 70 %). LCMS (API-ES) m/z: 226, 228 (M+FT).

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

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
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New learning discoveries about 622867-52-1

As the paragraph descriping shows that 622867-52-1 is playing an increasingly important role.

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

To a solution of 6-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (85 mg, 0.323 mmol) in CH2Cl2 (1.5 mL) is added a solution of 4-chloro-3-trifluoromethyl-phenol (76 mg, 1.23 eq.) in CH2Cl2 (0.5 mL), PPh3 (127 mg, 1.5 eq.), and 1,1′-(azodicarbonyl)-dipiperidine (122 mg, 1.5 eq.). The mixture is stirred at room temperature overnight. All the solvent is removed under reduced pressure and the mixture is purified by column chromatography (silica gel, EtOAc/Hexane, gradient) to give 70 mg of 6-(4-chloro-3-trifluoromethyl-phenoxymethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

As the paragraph descriping shows that 622867-52-1 is playing an increasingly important role.

Reference£º
Patent; Novartis AG; PAN, Shifeng; GRAY, Nathanael S.; FAN, Yi; GAO, Wenqi; MI, Yuan; EP1644367; (2015); B1;,
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New learning discoveries about 201150-73-4

201150-73-4 tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 17750539, aisoquinoline compound, is more and more widely used in various.

201150-73-4, tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-amino-3,4-dihydro-1 H-isoquinoline-2-carboxylic acid teit-butyl ester (248 mg, 1 mmol) and carbonyl di-imidazole (165 mg, 1 mmol) were dissolved in DCM (5 mL) and DMF (2 mL). To the resulting mixture was added triethylamine (0.3 mL 2 mmol) and the sample was heated to 55 00 for 5 hours. After this time, imidazo[1 2- a]pyridine-3-carboxylic acid [5-((S)- 1-amino-ethyl) 2-methyl-phenyl]-amide hydrochloride (300 mg, 0.91 mmol) was added and the reaction heated at 55 00 overnight. The reaction was cooled and then evaporated to dryness, and the crude product was purified by silica chromatography with an eluting solvent of 0-15% methanol in DCM. The clean product eluted at approximately 8-10% methanol in DCM, which was collected and evaporated. The product was suspended in 4 M HCI in 1 ,4-dioxane (8 mL) and stirred overnight. The reaction was evaporated and purified by preparative HPLC to give a clean product from which the solvent was evaporated. The solid was evaporated in methanol (2 mL), and 1 M HCI in ether (Sm L) was added then the solvent was evaporated from the sample. The pale yellow solid was triturated with diethyl ether and dried in a vac-oven at 45 00 overnight to yield the title compound (144 mg), MS: [M+H] = 469., 201150-73-4

201150-73-4 tert-Butyl 5-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate 17750539, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; PAGE, Lee William; ROOMANS, Susan; TAMANINI, Emiliano; BUCK, Ildiko Maria; DAY, James Edward Harvey; CARR, Maria Grazia; LEE, Lydia Yuen Wah; WO2015/4481; (2015); A1;,
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Simple exploration of 215453-51-3

The synthetic route of 215453-51-3 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.215453-51-3,7-Bromo-1-chloroisoquinoline,as a common compound, the synthetic route is as follows.,215453-51-3

Part D. 7-Bromo-1-phenoxyisoquinoline A solution of 3.60 g (14.8 mmol) of 7-bromo-1-chloroisoquinoline and 1.5 g of solid KOH in 11.2 g of phenol was heated at 140 C. for 2 hr. The reaction was cooled to room temperature, then partitioned between 100 mL of CH2Cl2 and 100 mL of 3N NaOH. The organic layer was washed with another 2*100 mL of 3N NaOH, then with 100 mL of H2O, and dried over MgSO4. Filtration and concentration gave a yellow oil, which was subjected to flash column chromatography on silica gel 30% CH2Cl2 in hexanes, giving 3.42 g (77%) of the desired product as a light yellow solid.

The synthetic route of 215453-51-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cor Therapeutics, Inc.; US6399627; (2002); B1;,
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Analyzing the synthesis route of 90806-58-9

The synthetic route of 90806-58-9 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.90806-58-9,5-Methoxyisoquinoline,as a common compound, the synthetic route is as follows.,90806-58-9

To a stirred solution of Cap-138, step a (2.34 g, 14.7 mmol) in anhydrous dichloromethane (50 mL) at room temperature was added meto-chloroperbenzoic acid (77%, 3.42 g, 19.8 mmol) in one portion. After being stirred for 20 h, powdered potassium carbonate (2.0 g) was added and the mixture was stirred for 1 h at room temperature before it was filtered and concentrated to afford Cap-138, step b as a pale, yellow solid which was sufficiently pure to carry forward (2.15 g, 83.3%). XH NMR (CDC13, 400 MHz) delta 8.73 (d, J= 1.5 Hz, 1H), 8.1 1 (dd, J = 7.3, 1.7 Hz, 1H), 8.04 (d, J=7.1 Hz, 1H), 7.52 (t, J= 8.1 Hz, 1H), 7.28 (d, J = 8.3 Hz, 1H), 6.91 (d, J = 7.8 Hz, 1H), 4.00 (s, 3H); Rt = 0.92 min, (Cond.-Dl); 90% homogenity index; LCMS: Anal. Calc. for [M+H]+ Ci0Hi0NO2: 176.07; found: 176.0.

The synthetic route of 90806-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; ROMINE, Jeffrey Lee; RUEDIGER, Edward H.; BACHAND, Carol; LOPEZ, Omar D.; CHEN, Qi; BELEMA, Makonen; KADOW, John F.; HAMANN, Lawrence G.; WO2011/60000; (2011); A1;,
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Downstream synthetic route of 106778-42-1

As the paragraph descriping shows that 106778-42-1 is playing an increasingly important role.

106778-42-1, Isoquinoline-6-carbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation Example G-1. Isoquinoline-6-carboxylic acid A solution prepared by adding (4-bromobenzylydene)-(2,2-diethoxyethyl) amine (synthesized from 4-bromobenzaldehyde, according to the method described in J. Org. Chem., vol. 48, 3344-3346 (1983)) (51.4g, 0.189mmol) to an ice-cold concentrated sulfuric acid (20g) was added to a solution prepared by adding diphosphorus pentoxide (40g) to an ice-cold concentrated sulfuric acid (360g), and the solution was stirred at 160C for 2 hours. The reaction solution was gradually cooled to 0C, the solution was filtered through Celite pad, the filtrate was neutralized with sodium carbonate. This solution was further filtrated through Celite pad, this filtrate was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate), and 6-bromoisoquinoline (482mg, 1.2%) was obtained as an orange oil. Next, to a solution of 6-bromoisoquinoline (382mg, 1.84mmol) in N,N-dimethylformamide (3.8mL) were added zinc cyanide (431 mg, 3.67mmol) and tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) under nitrogen atmosphere, and the mixture was stirred at 100C for 1 hour. Tetrakis(triphenylphosphine)palladium(0) (42mg, 0.0367mmol) was further added, and the mixture was stirred for 2.5 hours at 100C. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for extraction, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (hexane : ethyl acetate), and isoquinoline-6-carbonitrile (234mg, 83%) was obtained as a yellow solid. Lastly, isoquinoline-6-carbonitrile (51mg, 0.331 mmol) was dissolved in diethyleneglycol (1.0mL), potassium hydroxide (9mg, 0.166mmol) was added thereto, followed by stirring at 160C for 3 hours. The reaction mixture was allowed to room temperature, neutralized using hydrochloric acid, extracted with ethyl acetate, dried over anhydrous magnesium sulfate, then, the solvent was evaporated. Water was added to the residue, the precipitated solid was collected, washed with water, dried in vacuo, so as to obtain the title compound (12mg, 21 %) as a yellow solid., 106778-42-1

As the paragraph descriping shows that 106778-42-1 is playing an increasingly important role.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
Isoquinoline – Wikipedia
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