Category: isoquinoline

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, To a suspension of 6-bromoisoquinolin-3-amine (XV) (10 g, 44.83 mmol) and 2-chloroacetic anhydride (L) (9.2 g, 53.79 mmol) in dry THF (100 mL) was added TEA (15.62 mL, 112.07 mmol). The mixture was stirred at room temperature for 16 h then poured into a mixture of aqueous saturated NaHCO3 (200 mL) and water (300 mL). The mixture was stirred for an hour and the resulting solids were collected by filtration, air-dried and suspended in diethyl ether (400 mL), stirred for 30 min. The solid filtered and dried under high vacuo to obtain N-(6-bromoisoquinolin-3-yl)-2-chloroacetamide (LI) as a brown solid (9.36 g, 31.25 mmol, 69.7% yield). ESIMS found for C11H8BrClN2O m/z 298.95 (M+1).

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Samumed, LLC; KC, Sunil Kumar; Mak, Chi Ching; Eastman, Brian Walter; Cao, Jianguo; Mittapalli, Gopi Kumar; (82 pag.)US2019/125741; (2019); A1;,
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70810-24-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70810-24-1,1,7-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

A mixture of the appropriate chloride (Vila) or (VIIb) (ex: 5-chloro-N-(2-chloropyridin-4-yl)isoquinolin-1 -amine) (1 eq), the appropriate amine NH2-PG1(ex: tert-butyl carbamate)(1.5 eq), Pd2(dba)3 (0.1 eq), XantPhos (0.2 eq) and cesium carbonate (2 eq) in dioxane (5.3 mL/mmol) (pre- degasified) was heated at 140C for 2-5h under nitrogen atmosphere. The mixture was filtered through a celite pad and concentrated under reduced pressure. Alternatively, extractionwith ethyl acetate, washing with brine and drying with sodium sulphate was also performed. The residue was purified by flash column chromatography (dichloromethane/methanol or hexanes/ethyl acetate) to obtain the desired product (Villa) or (VII Ib) (ex: tert-Butyl (4-((5-chloroisoquinolin-1 – yl)am ino)pyridin-2-yl)carbamate). HPLC-MS (method A): Rt= 2.30 mm, [M+H] mlz 371 373. Yield: next step without purification.

70810-24-1 1,7-Dichloroisoquinoline 640956, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; REVES VILAPLANA, Marc; LAVILLA GRIFOLS, Rodolfo; RODRIGUEZ PASCAU, Laura; CUBERO JORDA, Elena; (136 pag.)WO2016/120808; (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.34784-05-9,6-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

1.1 6-Bromo-4-chloroisoquinoline 6-bromoisoquinoline (2 g, 9.61 mmol) in solution in sulfuryl chloride (5 mL, 61.5 mmol) was heated at 60 C. for 5 min. Another 5 mL of sulfuryl chloride were added and the reaction mixture was heated for 25 min. Sat. NaCO3 aq. solution was added to the reaction mixture and then ethyl acetate was added. The layers were separated. The aqueous layer was extracted three times with ethyl acetate and the organic layers were combined and dried over MgSO4. The crude was purified via biotage (dichloromethane/EtOH 99.9/0.01) to give the title compound (1.3 g, 56% yield). [M+H]+ 241/243/245. Rt 1.58 min (method M)., 34784-05-9

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

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Isoquinoline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1532-97-4,4-Bromoisoquinoline,as a common compound, the synthetic route is as follows.

To a solution of 4-bromoisoquinoline (1 g, 4.80 mmol) in a solution of THF-diethyl ether (60 mL, 2:1) at -78 ¡ãC was added n-BuLi (2.5 M in THF, 3.8 mL, 9.62 mmol) dropwise and the mixture was allowed to stir at the same temperature for 1 h. To this solution was added a solution of DMF (0.9 mL, 12 mmol. 2.5 eq) in THF (5 mL) dropwise and the resulting mixture was allowed to stir at -78 ¡ãC for 2 h. Progress was monitored by TLC and LCMS. After completion,the reaction mixture was diluted with saturated, aqueous NH4C1 (50 mL) and extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4 and filtered. Removal of solvent gave the crude product which was purified by CombiFlash to afford isoquinoline-4-carbaldehyde (553 mg, 73percent).LCMS: 158 [M+1], 1532-97-4

As the paragraph descriping shows that 1532-97-4 is playing an increasingly important role.

Reference£º
Patent; AURANSA INC.; PROTTER, Andrew, Asher; GREEN, Michael, John; CHANG, Hak, Jin; PHAM, Son, Minh; CHAKRAVARTY, Sarvajit; LUEDTKE, Gregory, R.; (254 pag.)WO2019/103897; (2019); A1;,
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63927-23-1,63927-23-1, 5-Bromo-8-nitroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 2A (340 g, 1.34 mol) in acetone under nitrogen was refluxed until all the starting material was dissolved. The heating was switched off. Dimethyl sulphate (203.3 g, 1.61 mol) was added drop-wise with stirring. After the addition, the reaction mixture was refluxed at 550C for 12 hours. The reaction mixture was cooled to room temperature and filtered. TLC revealed no starting material. The solid was washed with cold acetone and dried to get off-white solid (460 g). The intermediate (460 g) was dissolved in acetic acid (1.1 L) under nitrogen and cooled to 15C using ice-water bath. Sodium borohydride (81.2 g, 2.15 mol) was added portionwise during a period of 30 minutes. The reaction mixture was stirred at room temperature for 12 hours. TLC revealed no starting material. The reaction mixture was quenched with 5 liters ice, neutralized with aqueous ammonia solution to pH 9.8 and filtered. The solid was washed with water and dried to get product 3A as brownish solid (350 g, 96%).

The synthetic route of 63927-23-1 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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.81045-39-8,5,8-Dibromoisoquinoline,as a common compound, the synthetic route is as follows.,81045-39-8

A suspension of 573 mg (2.0 mmol) 5,8-dibromoisoquinoline, 458 mg (2.2 mmol) 1- methyM^^.S.S-tetramethyl-fl .S^ldioxaborolan^-y -I H-pyrazole, 849 mg (4.0 mmol) tri-potassium-phosphate trihydrate and 140 mg (0.20 mmol) bis- (triphenylphosphine)-palladium(ll)-chloride in 4 ml 1 ,2-dimethoxyethane were stirred for 18 hours at 80 C under nitrogen. The reaction mixture was cooled to room temperature, diluted with THF and filtered. The filtrate was evaporated and the residue was chromatographed on a silica gel column with ethylacetate/methanol as eluent. The two isomers were obtained separately.First eluted isomer: 8-bromo-5-(1-methyl-1 H-pyrazol-4-yl)-isoquinoline as colourless crystals; HPLC/MS 1.90 min, [M+H] = 288/290.Second eluted isomer: 5-bromo-8-(1-methyl-1 H-pyrazol-4-yl)-isoquinoline as yellow crystals; HPLC/MS (A) 2.02 min, [M+H] = 288/290.

As the paragraph descriping shows that 81045-39-8 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GMBH; DORSCH, Dieter; JONCZYK, Alfred; HOELZEMANN, Guenter; AMENDT, Christiane; ZENKE, Frank; WO2012/595; (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.1031927-91-9,6-Bromo-3-hydroxyisoquinoline,as a common compound, the synthetic route is as follows.

A mixture of 6-bromoisoquinolin-3-ol (606 mg, 2.70 mmol), silver carbonate (1.5 g, 5.3 mmol), and N,N-dimethylformamide (12 mL) was stirred at room temperature for 16 minutes. Methyl iodide (186 muL, 2.97 mmol) was added and the reaction was left stirring for 18 hours. The reaction was diluted with methanol and filtered through Celite. The filtrate was concentrated and purified by flash column chromatography to give the title compound (90 mg, 14%). +ESI (M+H+1) 240.0; 1H NMR (400 MHz, CDCl3, delta): 8.91 (s, 1H), 7.86 (d, J=1.8 Hz, 1H), 7.73 (d, J=8.8 Hz, 1H), 7.43 (dd, J=8.8, 1.8 Hz, 1H), 6.90 (s, 1H), 4.02 (s, 3H)., 1031927-91-9

1031927-91-9 6-Bromo-3-hydroxyisoquinoline 46739149, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Pfizer Inc; US2012/108619; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

893566-75-1, Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,893566-75-1

A mixture of tert-butyl 8-bromo-3,4-dihydroiso- quinoline-2(1H)-carboxylate (500 mg, 1.60 mmol), Nal (720 mg, 4.80 mmol), Cul (45.8 mg, 0.240 mmol) and trans-N,Ndimethylcyclohexanediamine (68 mg, 0.48 mmol) in dioxane (10 mE) was purged with N2 for 10 mm. The resulting yellow suspension was stirred at 110¡ã C. in a sealed tube for 20 hrs. ECMS showed 50percent conversion, therefore additional Nal (720 mg, 4.80 mmol), Cul (45.8 mg, 0.24 mmol) and trans-N,N-dimethylcyclohexanediamine (68 mg, 0.40 mmol) was added followed by N2 purging for 10 mm. The resulting yellow suspension was stirred at 110¡ã C. in a sealed tube for 20 hrs. The mixture was poured into water (20 mE) and extracted with EtOAc (10 mEx3). The extract was concentrated in vacuo to afford crude material which was purified by silica gel chromatography eluted with EtOAc in petroleum ether from 0 to 20percent to afford the product (450 mg, 78percent) as a light yellow oil. ECMS [M-tBu]304; 1H NMR (400 MHz, CDCl3) oe ppm 7.70 (d, J=8.0 Hz, 1H), 7.12 (d, J=7.0 Hz, 1H), 6.94-6.82 (m, 1H), 4.44 (m, 2H), 3.62 (t, J=5.5 Hz, 2H), 2.81 (br. s., 2H), 1.50 (s, 9H)

The synthetic route of 893566-75-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; Tatlock, John Howard; McAlpine, Indrawan James; Tran-Dube, Michelle Bich; Rui, Eugene Yuanjin; Wythes, Martin James; Kumpf, Robert Arnold; McTigue, Michele Ann; (181 pag.)US2016/244475; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

630421-73-7,630421-73-7, 1,6-Dichloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,6-dichloroisoquinoline (4.80 g, 24.2 mmol), 2,6-dimethyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine (8.22 g, 25.4 mmol), sodium carbonate (6.42 g, 60.6 mmol), palladium tetrakis (0.84 g, 0.73 mmol), 160 mL dimethoxyethane (DME) and 40 mL of water were combined in a round bottom flask. A condenser was attached and then the system was evacuated and purged with nitrogen three times. The reaction mixture was heated to a vigorous reflux overnight. The reaction mixture was diluted with ethyl acetate and water, the suspension was then filtered through Celite and washed with ethyl acetate. The aqueous portion was partitioned off and the organic was washed once with brine, dried with sodium sulfate, filtered, and concentrated down to beige solid. The Celite was further washed with 50/50 DCM/THF and the filtrate was concentrated and combined with the other crude sample. The combined crude sample was dissolved in DCM and purified with silica gel using DCM to 85/15 DCM/ethyl acetate solvent system to get a pale beige solid. The pale beige solid was triturated in 90/10 heptane/ethyl acetate, then filtered to get a white precipitate of 8-(6-chloroisoquinolin-1-yl)-2,6-dimethylbenzofuro[2,3-b]pyridine (7.8 g, 91% yield).

630421-73-7 1,6-Dichloroisoquinoline 23595199, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; Universal Display Corporation; Boudreault, Pierre-Luc T.; Adamovich, Vadim; Yamamoto, Hitoshi; Wendt, Harvey; Xia, Chuanjun; EP2940098; (2015); 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.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

80278-67-7, General procedure: To an indole-3-acetonitrile derivative (1.0 equiv), quinoline/isoquinoline-carboxaldehyde derivative (1.0 equiv), sodium methoxide (3.0 equiv) in a dried glass reaction tube, anhydrous methanol (15mL for 7.72mmol of indole-3-acetonitrile derivative) was added. The reaction tube was sealed and heated at 75¡ãC in an oil bath for 16h protected from light. The reaction was allowed to cool to room temperature and then chilled in an ice/salt bath. The resulting precipitate was filtered, washed with methanol, and dried under vacuum to afford a solid as the product.

As the paragraph descriping shows that 80278-67-7 is playing an increasingly important role.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem