New learning discoveries about 23687-26-5

23687-26-5, The synthetic route of 23687-26-5 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

K3P04 (0.294 g, 1.386 mmol), Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0210) (0.028 g, 0.0481 mmol) were added to a solution of intermediate 10 (0.084 g, 0.481 mmol) in THF (4 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.069 g 0.481 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling, and the mixture was further heated at 100 ¡ãC overnight. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The organic layer was dried over MgS04, filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 50/50). The desired fractions were collected and concentrated in vacuo. The product was further purified by preparative HPLC (from 75percent [25 mM NH4HC03] – 25percent [ACN: MeOH 1 : 1] to 38percent [25 mM NH4HC03] – 62percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The product was triturated with Et20 and filtrated to yield compound 5 (0.042 g, 31percent). NMR (300 MHz, DMSO-d6) delta ppm 3.34 – 3.48 (m, 2 H) 4.58 (dt, J=47.6, 4.8 Hz, 2 H) 5.63 (br t, J=5.9 Hz, 1 H) 6.86 (d, J=8.8 Hz, 1 H) 7.11 (dd, J=8.8, 2.7 Hz, 1 H) 7.47 – 7.57 (m, 2 H) 7.78 (d, J=2.5 Hz, 1 H) 7.87 (d, J=8.9 Hz, 1 H) 8.21 – 8.31 (m, 2 H) 8.96 (s, 1 H) 9.12 (s, 1 H)

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 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

K3P04 (0.449 g, 2.117 mmol), Pd2(dba)3 (0.040 g 0.0441 mmol) and Xantphos (0.043 g, 0.0735 mmol) were added to a solution of intermediate 16 (0.153 g, 0.809 mmol) in THF (4 mL) while nitrogen was bubbling through the mixture. After 10 min, isoquinolin-6-amine (0.106 g, 0.735 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The combined org layers were dried over MgSC , filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography; (silica; EtOAc in Heptane, 0/100 to 35/65). The desired fractions were collected and concentrated in vacuo. The residue was dissolved in DCM, HC1 (5 N in 2-propanol) was added and the mixture was concentrated in vacuo. The residue was triturated with DIPE and filtered to yield compound 10 as a yellow solid (0.147 g, 47percent). ‘H NMR (300 MHz, DMSO-d6) delta ppm 2.00 – 2.23 (m, 2 H) 4.16 (t, J=6.2 Hz, 2 H) 4.63 (dt, J=47.3, 5.8 Hz, 2 H) 7.18 (d, J=8.9 Hz, 1 H) 7.51 (dd, J=8.9, 3.0 Hz, 1 H) 7.91 (dd, J=9.2, 1.4 Hz, 1 H) 8.07 (d, J=6.7 Hz, 1 H) 8.13 (d, J=2.7 Hz, 1 H) 8.28 (d, J=9.1 Hz, 1 H) 8.34 (d, J=6.6 Hz, 1 H) 8.63 (s, 1 H) 9.41 (s, 1 H) 10.44 (s, 1 H), 23687-26-5

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 23687-26-5

As the paragraph descriping shows that 23687-26-5 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

Example 7 Preparation of (R)-tert-butyl 2-(isoquinolin-6-ylamino)-2-oxo-1-phenylethyl(methyl)carbamate (E7) To (R)-2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate (E6) in DMF was added EDC, DMAP and 6-aminoisoquinoline. This mixture was stirred for 4 hours and the reaction was washed with NaHCO3 (sat), extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, Hexanes/EtOAc) gave pure (R)-tert-butyl 2-(isoquinolin-6-ylamino)-2-oxo-1-phenylethyl(methyl)carbamate (E7)., 23687-26-5

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

Reference£º
Patent; Aerie Pharmaceuticals, Inc.; US2009/186917; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 23687-26-5

23687-26-5, 23687-26-5 6-Aminoisoquinoline 588991, 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(isoquinolin-6-ylamino)-4-oxo-1-(thiophen-3-yl)butylcarbamate (E73E) To 4-(tert-butyoxcarbonylamino)-4-(thiophen-3-yl)butanoic acid (E73D) in pyridine is added EDC, DMAP and 6-aminoisoquinoline and the solution is stirred for 10 hours at room temperature. The mixture is poured into NaHCO3 (sat) and extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, 5percent MeOH/CH2Cl2) gives pure tert-butyl 4-(isoquinolin-6-ylamino)-4-oxo-1-(thiophen-3-yl)butylcarbamate (E73E).

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

Reference£º
Patent; deLong, Mitchell A.; Sturdivant, Jill Marie; Royalty, Susan M.; US2010/22585; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 23687-26-5

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

86.63 mg diphenyl cyanocarbonimidate, 52.1 mg isoquinolin-6-amine, and 6 ml THF were added to a reaction bottle with thermal reflux for 3.5 hrs. After removing THF by vacuum, the residue was added to 10 ml EA. The precipitated solid was filtered to obtain 32.9 mg 1-cyano-3-(isoquinolin-6-yl)-2-phenylisourea. The intermediate was reacted with equivalent tert-butyl-2-(benzylamino)ethylcarbamate and 20 mg of DIPEA in 5 ml DMF at 110 C. for 18 hrs. After cooling, 1N NaOH was added and extracted twice with EA. After the combined EA layer was dried and concentrated by Na2SO4, 26.4 mg intermediate product was eluted out by a SiO2 column (EA/Hexane 4:1). The intermediate was added to 1.5 ml 6N HCl at room temperature with stirring overnight. After the reaction solution was evaporated under reduced pressure, 2 ml acetone/methanol (10:1) was added. The precipitate was filtered and washed with acetone, and then the solid was taken and evaporated in vacuum to give 18.7 mg of product.

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

Reference£º
Patent; Industrial Technology Research Institute; CHEN, Chih-Hung; CHEN, Yi-Hsun; HUANG, Jui-Wen; HUANG, Kuo-Kuei; LIU, Chih-Peng; HWANG, Chrong-Shiong; (22 pag.)US2019/194137; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 23687-26-5

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

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

EXAMPLE 87 Preparation of benzylisoquinolin-6-ylcarbamate (E87) To 6-aminoisoquinoline in DMF at -40¡ã C. was added NaH and solution was warmed to 0¡ã C. for 30 minutes. Then benzylchloroformate was added and the reaction stirred at 0¡ã C. for 2 hours. The solution was quenched with AcOH, poured into NaHCO3(sat) and extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2 90percent EtOAc/Hex) gave benzylisoquinolin-6-ylcarbamate. (E87).

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; US2008/167340; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 23687-26-5

23687-26-5, The synthetic route of 23687-26-5 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.23687-26-5,6-Aminoisoquinoline,as a common compound, the synthetic route is as follows.

To trans-2-(4-((benzyloxy)methyl)phenyl)cyclopropane-1-carboxylic acid (E256) in pyridine was added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred at room temperature under N2 overnight. The mixture was poured into NaHC03 (sat) and EtOAc and further extracted with EtOAc, dried (Na2S04), filtered and evaporated. Colum chromatography 4percentMeOH-CH2CI2 gave pure 2-(4-((benzyloxy)methyl)phenyl)-N-(isoquinolin-6-yl)cyclopropane-1-carboxamide (E257).

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AERIE PHARMACEUTICALS, INC.; DELONG, Mitchell, A.; STURDIVANT, Jill, M.; LICHOROWIC, Cynthia, L.; KORNILOV, Andriy; (186 pag.)WO2018/183911; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 23687-26-5

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

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

K3PO4 (0.444 g, 2.092 mmol), Pd2(dba)3 (0.040 g, 0.0436 mmol) and Xantphos (0.042 g, 0.0726 mmol) were added to a solution of intermediate 11 (0.137 g, 0.726 mmol) in THF (6 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.105 g, 0.726 mmol) was added and the mixture was stirred at rt for 10 min. Then, the mixture was heated at 100 ¡ãC for 16 h. More Pd2(dba)3 (0.026 g, 0.0289 mmol) and Xantphos (0.028 g, 0.0481 mmol) were added while nitrogen was bubbling through the mixture, after which it was further heated at 100 ¡ãC overnight. The mixture was washed with aq. sat. NaHC03 and extracted with EtOAc. The combined organic layers were dried over MgSC , filtered and the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 65/35). The desired fractions were collected and concentrated in vacuo. The product was further purified by preparative HPLC (from 70percent [25 mM NH4HCO3] – 30percent [ACN: MeOH (0213) 1 : 1] to 27percent [25 mM NH4HCO3] – 73percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The product was triturated with Et20 and filtrated to yield compound 6 (0.092 g, 43percent). NMR (300 MHz, DMSO-d6) delta ppm 2.93 (s, 3 H) 3.62 (dt, J=26.7, 4.6 Hz, 2 H) 4.60 (dt, J=47.7, 4.7 Hz, 2 H) 6.93 (d, J=9.1 Hz, 1 H) 7.28 (dd, J=9.0, 2.7 Hz, 1 H) 7.46 – 7.60 (m, 2 H) 7.82 – 7.94 (m, 2 H) 8.27 (d, J=5.8 Hz, 1 H) 8.34 (s, 1 H) 8.97 (s, 1 H) 9.21 (s, 1 H), 23687-26-5

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; BORMANS, Guy, Maurits, R.; DECLERCQ, Lieven, Denis, Herwig; FIERENS, Katleen; LEENAERTS, Joseph, Elisabeth; MOECHARS, Diederik, Willem, Elisabeth; ROMBOUTS, Frederik, Jan, Rita; KOLB, Hartmuth; ZHANG, Wei; (67 pag.)WO2018/15307; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

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 fields.

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

To a mixture of Intermediate 25.2 (0.054 mmol) in 1 mL CH3CN at rt, were added DIEA (14 muL, 0.082 mmol) and 6-aminoisoquinoline (15.7 mg, 0.109 mmol). The mixture was stirred at rt for 2 h, then was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 100percent EtOAc/hexanes gradient) to afford 22.5 mg of Intermediate 25.3 as a yellow solid.

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

Reference£º
Patent; Glunz, Peter W.; Wurtz, Nicolas; Cheng, Xuhong; US2006/211720; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 23687-26-5

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

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

Example 1 Preparation of (R)-tert-butyl-2-(isoquinolin-6-ylamino)-2-oxo-1 phenyl-ethylcarbamate (E1) To (R)-2-Boc-2-phenylacetic acid in DMF was added EDC, dimethyl aminopyridine (“DMAP”) and 6-aminoisoquinoline. This mixture was stirred for 4 hours and the reaction was washed with NaHCO3 (sat), extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, Hexanes/EtOAc) gave pure (R)-tert-butyl-2-(isoquinolin-6-ylamino)-2-oxo-1 phenyl-ethylcarbamate (E1).

23687-26-5, The synthetic route of 23687-26-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Aerie Pharmaceuticals, Inc.; US2009/186917; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem