Some tips on 19493-45-9

The synthetic route of 19493-45-9 has been constantly updated, and we look forward to future research findings.

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

j00295j To a solution of 3 -chloroisoquinoline (0.50 g, 3.1 mmol) in concentrated sulfuric acid (10 mL) at 0 C was added a solution of potassium nitrate (0.34 g, 3.4 mmol) in concentrated sulfuric acid (5 mL). The mixture solution was stirred at 0 C for 2 hours and at room temperature for another 14 hours. On completion, the mixture was poured into ice-water (30 mL), resulting in formation of a precipitate. The precipitate was collected by filtration and dried in vacuo to give compound B-il (0.6 g, cmde) as a yellow solid. ?H-NMR (CDC13, 400 MHz): 9.25 (s, 1H), 8.70-8.66 (m, 2H), 8.35 (d, J=8 Hz, 1H), 7.76 (t, J=8 Hz, 1H)., 19493-45-9

The synthetic route of 19493-45-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
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Simple exploration of 23687-26-5

23687-26-5, As the paragraph descriping shows that 23687-26-5 is playing an increasingly important role.

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

Intermediate 6 (50 mg, 0.148 mmol), Isoquinolin-6-ylamine (26 mg, 0.178 mmol), tris(dibenzylideneacetone)dipalladium(0) (8 mg, 0.009 mmol), xantphos (7 mg, 0.012 mmol) and sodium tert-butoxide (43 mg, 0.44 mmol) were combined with dioxane (3 ml), sealed and then purged with nitrogen gas. The reaction mixture was heated at 1050C for 18 h, evaporated and purified through a silica plug, eluting with 0 to 10percent methanol/DCM. Further purification by preparative LCMS (high pH buffer) gave the desired product as a white solid (15 mg, 23percent). 1H NMR (400 MHz, DMSO-^6) delta ppm 0.42 – 0.50 (m, 2 H), 0.78 – 0.86 (m, 2 H), 1.41 – 1.52 (m, 1 H), 1.71 – 1.81 (m, 2 H), 3.24 – 3.31 (m, 2 H), 3.36 – 3.45 (m, 2 H), 6.81 – 6.89 (m, 1 H), 7.13 (dd, 7=4.8, 3.9 Hz, 1 H), 7.54 – 7.63 (m, 2 H), 7.70 – 7.76 (m, 3 H), 8.02 (d, /=6.4 Hz, 1 H), 8.24 (dd, /=7.8, 0.9 Hz, 1 H), 8.43 (d, /=6.0 Hz, 1 H), 8.48 – 8.55 (m, 1 H), 8.90 (s, 1 H), 9.23 (s, 1 H); m/z (ES+APCI)+: 445 [M+H]+.

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Reference£º
Patent; MEDICAL RESEARCH COUNCIL; WO2009/122180; (2009); 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

19493-45-9, Synthesis 21-1 -AEthyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2-yloxy)acetate (AA-068) A mixture of tris(dibenzylideneacetone)dipalladium (0) (39 mg, 0.043 mmol) and 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene (50 mg, 0.086 mmol) in toluene (1.5 mL) and DMF (1.5 mL) was degassed under a stream of nitrogen gas with stirring for15 minutes. 3-Chloroisoquinoline (70 mg, 0.428 mmol), caesium carbonate (279 mg, 0.856 mmol) and ethyl 2-(6-amino-3-cyanopyrazin-2-yloxy)acetate (105 mg, 0.471 mmol) were added and the mixture was degassed for a further 5 minutes. The mixture was then heated at 100C for 20 minutes, then at 13OC for 20 minutes in a microwave reactor. The reaction mixture was partitioned between aqueous Na2HCO3 solution (2.5%) and ethyl acetate. The aqueous phase was re-extracted with ethyl acetate and the combined organic layers were washed with brine, dried (Na2SO4), passed sequentially through two PS-Thiol cartridges and concentrated to dryness. The residue was triturated with methanol and then ether affording ethyl 2-(3-cyano-6-(isoquinolin-3-ylamino)pyrazin-2- yloxy)acetate (37 mg, 0.107 mmol, 25%). LC-MS (2) Rt 2.89 min; m/z (ESI+) 350 (M+H).

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Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/103966; (2009); A1;,
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Simple exploration of 22246-04-4

The synthetic route of 22246-04-4 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.22246-04-4,7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

0.2 mol sodium hydroxide was dissolved in 200ml N,N-dimethyl formamide, then the oil (0.1 mol) prepared instep (2) was added, The reaction was stirred in ice bath for 0.5 hour, and then iodomethane (0.15 mol) was slowlyadded dropwise. After the addition was completed, the reaction was conducted at room temperature for 10 hours.After the reaction was completed, the reaction solution was poured into 1 L ice water to terminate the reaction.Extraction with ethyl acetate was conducted. The organic layer was washed with saturated saline solution, driedover anhydrous magnesium sulfate. The solvent was removed by rotary evaporateion to give 17.8 g of brown solid.Yield: 93%.MS (ESI) m/z 191.1 ([M+H]+), 22246-04-4

The synthetic route of 22246-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NHWA Pharma Corporation; CHEN, Yin; DOU, Fei; QIU, Yinli; YU, Minquan; ZHANG, Guisen; (42 pag.)EP3381915; (2018); A1;,
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Analyzing the synthesis route of 3951-95-9

3951-95-9, 3951-95-9 4-Bromoisoquinolin-1(2H)-one 319772, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3951-95-9,4-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

4-Bromo-2-methyl-2H-isoquinolin-1-one Q-1 To a suspension of 4-bromo-1(2H)-isoquinolinone P-1 (1.000 g; 4.240 mmol) and potassium carbonate (1.172 g; 8.480 mmol) in tetrahydrofuran (10.0 mL), iodomethane (0.423 mL; 6.664 mmol) are added. The reaction mixture is stirred overnight at RT. The reaction mixture is quenched with 10percent ammonia solution (30 mL) and water (50 mL) is added. THF is removed under reduced pressure. The precipitated product is filtered off and dried under reduced pressure. HPLC-MS: (M+H)+=238; tRet=1.02 min; method M1

3951-95-9, 3951-95-9 4-Bromoisoquinolin-1(2H)-one 319772, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Ingelheim International GmbH; MARTIN, Laetitia; STEURER, Steffen; COCKCROFT, Xiao-Ling; (215 pag.)US2018/44335; (2018); A1;,
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New learning discoveries about 27655-40-9

27655-40-9, As the paragraph descriping shows that 27655-40-9 is playing an increasingly important role.

27655-40-9, Isoquinoline-5-sulfonic acid is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

One gr. (4.7 mMole) of 5-isoquinoline sulfonic acid were dissolved in 0.5 ml of DMF and added 4.6 ml (13 equivalents) of thionyl chloride. The mixture was refluxed for 2 hours, cooled and evaporated to dryness. The residue was added very slowly to a pre-cooled (0) flask containing 3.6 ml (10 equivalents) of ethylene diamine in methylene chloride. The reaction was stirred at RT for 6 hrs. workup was done by extraction with Water and chloroform, and the organic layer was evaporated and chromatographed on silica using 5%-15% gradient of methanol in chloroform. Clean product was obtained in 35% yield. MS: 252, NMR: 2.64(t, 2) 2.917(t, 2) 7.81(t, 1) 8.38(d, 1) 8.45(d, 1) 8.54 (d, 1) 8.61(d, 1) 9.3(s, 1).

27655-40-9, As the paragraph descriping shows that 27655-40-9 is playing an increasingly important role.

Reference£º
Patent; Livnah, Nurit; Levitzki, Alexander; Reuveni, Hadas; US2004/19077; (2004); A1;,
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Downstream synthetic route of 13130-79-5

13130-79-5, As the paragraph descriping shows that 13130-79-5 is playing an increasingly important role.

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 stirred solution of 3-amino-l-brotaunoisoquinoline (444 mg, 2.00 mmol) in anhydrous dimethylformamide (10175 mL) was added sodium hydride (60%, unwashed, 96 mg, 2.4 mmol) in one portion. The mixture was stirred at 25 0C for 5 min before 2-bromoethyl ether (90%, 250 DL, 2.00 mmol) was added. The mixture was stirred at 25 0C for 5 h and at 75 0C for 72 h before it was cooled to 25 0C, quenched with saturated ammonium chloride solution and diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried with Na2SO4, filtered and concentrated. Purification of the residue on silica gel eluting with 0% to 70% ethyl acetate/hexanes afforded Cap-143, step a as a yellow solid (180 mg, 31%) . Rt = 1.75 min (Cond. -MS-Wl) ; 90% homogenity index; LCMS: Anal. CaIc. for [M+H] + C13H14BrN2O: 293.03; found: 293.04.

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Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; LAVOIE, Rico; BENDER, John A.; BACHAND, Carol; RUEDIGER, Edward H.; KADOW, John F.; WO2010/120621; (2010); A1;,
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Brief introduction of 34784-05-9

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

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-bromoisoquinoline (5.0g, 24.0mmol) was dissolved in N, N-dimethylformamide (25mL) and zinc cyanide (1.69g, 14.4mmol) was added. The suspension was degassed under argon bubbling for 10min before Pd(PPh3)4 (1.39g, 1.2mmol) was added. The reaction mixture was heated to 90C for 10h and then diluted with ethyl acetate. The solution was washed brine for three times, dried over anhydrous sodium sulfate, and concentrated in vacuum. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate, v/v, 75:25) to give the title product as white solid (2.79g, 84%). 1H NMR (300MHz, CDCl3) delta 9.36 (s, 1H), 8.69 (d, J=5.7Hz, 1H), 8.24 (s, 1H), 8.10 (d, J=8.6Hz, 1H), 7.74 (dd, J=12.6, 7.1Hz, 2H).

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

Reference£º
Article; Shao, Jingwei; Zhu, Kongkai; Du, Daohai; Zhang, Yuanyuan; Tao, Hongrui; Chen, Zhifeng; Jiang, Hualiang; Chen, Kaixian; Luo, Cheng; Duan, Wenhu; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 317 – 333;,
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Downstream synthetic route of 80278-67-7

As the paragraph descriping shows that 80278-67-7 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.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

80278-67-7, To an ice-cold solution of isoquinoline-5-carbaldehyde2 (0.68 g, 4.3 mmol) in MeOH (15 mL) was added NaBH4 (0.17 g, 4.6 mmol), and the reaction mixture was stirred for 15 min. The reaction was quenched with brine, the solvent was removed under reduced pressure, and the residue was dissolved in EtOAc. The organic solution was washed with water and then brine, dried (NA2S04), filtered, and concentrated under reduced pressure to afford isoquinolin-5- ylmethanol as a brown solid (0.63 g, 93percent) :H NMR (300 MHz, DMSO-D6) 8 9.87 (s, 1H), 8.82 (d, J = 6 Hz, 1H), 8.57 (d, J= 6 Hz, 1H), 8.47 (d, J = 9 Hz, 1H), 8. 30 (d, J = 6 Hz, 1H), 7.95 (t, J = 9 Hz, 1H), 5.34 (s, 2H).

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

Reference£º
Patent; PHARMACIA CORPORATION; WO2005/18557; (2005); A2;,
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Brief introduction of 164148-92-9

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

Step-3: Synthesis of tert-butyl 6-((1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (60 mg, 0.150 mmol, 1.0 eq) in (2.0 mL) of toluene was added m-CPBA (74 mg, 0.30 mmol, 2.0 eq) and allowed to stir at rt for 30 min. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (41 mg, 0.165 mmol, 1.1 eq) and DIPEA (0.104 mL, 0.600 mmol, 4.0 eq) were added and allowed to stir at rt for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (20 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-60% EtOAc in hexane] to afford the desired compound, tert-butyl 6-((1-(3-(tert-butyl)-4-(dimethylamino)phenyl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (62 mg, 68.88%) as brown viscous.

164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
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