Some tips on 1031927-91-9

1031927-91-9 6-Bromo-3-hydroxyisoquinoline 46739149, 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.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

 

Downstream synthetic route of 81045-39-8

As the paragraph descriping shows that 81045-39-8 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.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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Analyzing the synthesis route of 63927-23-1

The synthetic route of 63927-23-1 has been constantly updated, and we look forward to future research findings.

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;,
Isoquinoline – Wikipedia
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New learning discoveries about 1532-97-4

As the paragraph descriping shows that 1532-97-4 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.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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Analyzing the synthesis route of 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.

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;,
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Simple exploration of 70810-24-1

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

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;,
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Isoquinoline | C9H7N – PubChem

 

Simple exploration of 891785-28-7

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, 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.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;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 891785-28-7

891785-28-7 6-Bromoisoquinolin-3-amine 45789831, 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.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 (10.0 mL, 3.18 mmol, Aldrich) at – 78 0C was carefully added sodium nitrite (0.264 g, 3.82 mmol, Aldrich). The reaction mixture was stirred at -78 0C for 5 minutes. The reaction mixture was then warmed to room temperature and stirred for 40 minutes. The mixture was then poured into an ice bath and the pH was adjusted to >;9 with Na2CO3. The mixture was filtered to recover a yellow-purple solid. The solid was dissolved in EtO Ac-water with stirring. The resulting mixture was then extracted with EtOAc (3 x 200 mL). The EtOAc layers were combined, washed with brine, dried over Na2SOzI, filtered and concentrated. The residue was taken up in DCM-MeOH and adsorbed onto silica gel. Purification by chromatography on silica gel (eluting with EtOAc O – 7 % in hexanes) provided 6-bromo- 3-fluoroisoquinoline (500 mg, 70 %). LCMS (API-ES) m/z: 226.0, 228.0 [M+H]+.

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

Reference£º
Patent; AMGEN INC.; ZENG, Qingping; YUAN, Chester Chenguang; YAO, Guomin; WANG, Xianghong; TADESSE, Seifu; ST. JEAN, JR., David J.; REICHELT, Andreas; LIU, Qingyian; HONG, Fang-Tsao; HAN, Nianhe; FOTSCH, Christopher H.; DAVIS, Carl D.; BOURBEAU, Matthew P.; ASHTON, Kate S.; ALLEN, John G.; WO2010/83246; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 34784-06-0

The synthetic route of 34784-06-0 has been constantly updated, and we look forward to future research findings.

34784-06-0, 7-Chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Dimethylsulfamoyl chloride (34; 0.144 mL, 1.34 mmol) was added to a solution of isoquinoline (5; 157 mg, 1.22 mmol) and 1H-indol-7-yl acetate (33; 213 mg, 1.22 mmol) in toluene (4 mL) at r.t. The mixture was concentrated to a thick but stirrable paste (1.5 mL), which was stirred at 50 C for 3 h. TLC and LCMS showed reaction was largely complete by this time. The mixture was diluted with EtOAc (40 mL), washed with H2O (40 mL) and sat. brine (20 mL), dried (Na2SO4), filtered and evaporated to dryness. The residue was purified by flash silica gel chromatography (loading in CH2Cl2) (eluent: gradient 20 to 50% EtOAc in heptane). Fractions containing the desired product were evaporated to afford the title compound 37a (208 mg, 42%) as a white solid, 34784-06-0

The synthetic route of 34784-06-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 6624-49-3

The synthetic route of 6624-49-3 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.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 71ISOQUINOLINE-3-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE To a stirred solution of isoquinoline-3-carboxylic acid (26 mg, 0.15 mmol), N-[4-((R)-1-aminoethyl)-5-fluoro-2-methylphenyl]methanesulfonamide hydrochloride (35 mg, 0.12 mmol), and N,N,N’,N’-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (56 mg, 0.15 mmol) in N,N-dimethylformamide (0.5 g) was added N,N-diisopropylethylamine (80 mg, 0.62 mmol). A catalytic amount of DMAP was added and the reaction was stirred for 16 hours at room temperature. The reaction mixture was concentrated and purified by flash chromatography (0 to 5percent MeOH in CH2Cl2). The resulting product was shaken with water and extracted with EtOAc (3.x.). The combined organics were dried (MgSO4), filtered and concentrated to give the title compound (36.8 mg, 74percent) as a white solid. m/z=402.0 (M+1), r.t. 3.01 min. 1H NMR (400 MHz; d6-DMSO) 9.42 (1H, s), 9.21 (1H, s), 916 (1H, 8.53 (1H, s), 8.27 (1H, d), 8.19 (1H, d), 7.87 (1H, t), 7.84 (1H, t), 7.43 (1H d), 7.10 (1H, d), 5.49-5.40 (1H, m), 3.19 (3H, s), 2.23 (3H, s), 1.54 (3H, d)., 6624-49-3

The synthetic route of 6624-49-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem