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.

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

To trans-benzyl 2-(3-((benzyloxy)carbonyl)phenyl)cyclopropane-1-carboxylic acid (E169) in pyridine were added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred overnight at room temperature under N2. The solution was poured into NaHC03 and extracted with EtOAc, dried (Na2S04), filtered and evaporated. Column chromatography over silica gel eluting with 0- 4percent MeOH-CH2CI2 gave pure trans-benzyl 3-(2-(isoquinolin-6-ylcarbamoyl)cyclopropyl)benzoate (E170).

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

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

 

New learning discoveries about 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.

N-(isoquinolin-6-yl)-2-phenyl-3-(triisopropylsilyloxy)propanamide (E401 ) was prepared from E400 according to the below:To 2-phenyl-3-(triisopropylsilyloxy)propanoic acid (E400) in pyridine was added EDC, DMAP, and 6-aminoisoquinoline, and the solution was flushed with N2, capped, and stirred overnight. The mixture was poured into NaHCO3(Sat) and extracted with EtOAC. The combined organics were dried (Na2SO4), filtered, and evaporated. Column chromatography (3-4percent MeOH/CH2CI2) gave pure N-(isoquinolin-6-yl)-2-phenyl-3-(triisopropylsilyloxy)propanamide (E401 ).

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, Marie; ROYALTY, Susan, M.; HEINTZELMAN, Geoffrey, Richard; YINGLING, Jeffrey, D.; KOPCZYNSKI, Casey; WO2010/127329; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 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

To (1 f?,2f?)-2-(4-((benzyloxy)carbonyl)phenyl)cyclopropane-1-carboxylic acid (E114) in pyridine was added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred under N2 overnight. The mixture was poured into NaHC03 and extracted with EtOAc, dried (Na2S04), filtered and evaporated. Column chromatography over silica gel eluting with 5-8percent MeOH- CH2CI2 gave pure benzyl 4-((1f?,2f?)-2-(isoquinolin-6-ylcarbamoyl)cyclopropyl)benzoate (E115).

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

 

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.

K3PO4 (0.544 g, 2.565 mmol), Pd2(dba)3 (0.049 g, 0.0534 mmol) and Xantphos (0.052 g, 0.0891 mmol) were added to a solution of intermediate 13 (0.168 g, 0.891 mmol) in THF (6 mL) while nitrogen was bubbling. After 10 min, isoquinolin-6-amine (0.128 g, 0.891 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 (0.049 g, 0.0534 mmol) and Xantphos (0.052 g, 0.0891 mmol) were added under nitrogen flow, and the mixture was heated again at 100 ¡ãC overnight. Pd2(dba)3 (0.049 g, 0.0534 mmol) and Xantphos (0.052 g, 0.0891 mmol) were added were added under nitrogen flow, and the mixture was heated again at 100 ¡ãC for 6 h. The mixture was washed with sat. NaHC03 and extracted with EtOAc. The org layers were 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 45/55). The desired fractions were collected and concentrated in vacuo. The product was purified by preparative HPLC (from 75percent [25 mM (0216) NH4HC03] – 25percent [ACN: MeOH 1 : 1] to 0percent [25 mM NH4HC03] – 100percent [ACN: MeOH 1 : 1]). The desired fractions were collected and the solvent was evaporated. The residue was dissolved in DCM and HC1 (5 M in 2-propanol) was added and the resulting mixture was concentrated in vacuo. The residue was triturated with Et20 and filtered to yield compound 7 as an orange solid (0.066 g, 22percent yield). FontWeight=”Bold” FontSize=”10″ H NMR (300 MHz, DMSO-de) delta ppm 1.83 – 2.05 (m, 2 H) 3.17 (br t, J=6.8 Hz, 2 H) 4.58 (dt, J=47.4, 5.8 Hz, 2 H) 5.83 (br s, 1 H) 7.00 (d, J=8.8 Hz, 1 H) 7.12 (dd, J=8.7, 2.7 Hz, 1 H) 7.77 (dd, J=9.2, 1.2 Hz, 1 H) 7.81 (d, J=2.5 Hz, 1 H) 7.99 (d, J=6.9 Hz, 1 H) 8.20 (d, J=9.1 Hz, 1 H) 8.28 (d, J=6.6 Hz, 1 H) 8.42 (s, 1 H) 9.30 (s, 1 H) 10.08 (s, 1 H)

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.

A mixture of tert-butyl (1S,2R)-2-(5-bromo-6-cyanopyridin-3¡¤¡¤ylanilino)cyclohexylcarbamate (90 mg, 0,227 mmol), 6-aminoisoquinoline (40 mg, 0.277 mmol), NaOPh trihydrate (50 mg, 0.294 mmol), xantphos (30 rng, 0.051 mmol) and Pd2dba3 (18 mg, 0.019 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 110 ¡ãC for 20 h. The mixture was concentrakd in vacuo. The residue was then dissolved in trifluoroacetic acid (5 mL). The solution was allowed to stand for 30 min. Excess of trifluoroacetie acid vvas removed in vacuo. The residue was purified by HPLC to give 5-((1R,2S)-2-aminocyclohexylamino)-3-(isoquinolin-6-ylamino)picolinonitrile (85 mg).

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

Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; SONG, Yonghong; XU, Qing; SRAN, Arvinder; BAUER, Shawn M.; JIA, Zhaozhong J.; KANE, Brian; PANDEY, Anjali; WO2013/192046; (2013); A2;,
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.

Compound 7A (10.9 g, 25 mmol) at room temperature6-aminoisoquinoline (4.32 g, 30 mmol)And EDCI (6.68g, 35mmol)Add pyridine (100ml), nitrogen protection,Then DMAP (4-dimethylaminopyridine) (4.2 g, 35 mmol) was added,Reaction overnight,The reaction was monitored by TLC (DCM:MA=20:1) until the disappearance of starting compound 7A, evaporated to dryness under reduced pressure, 3 mol of acetic acid aqueous solution was adjusted to pH=4-5, extracted with DCM (100 ml*4), and combined to obtain compound 8. (11.02 g), yield 78percent; LC-MS (M+1) 566, purity: 97.4percent.

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

Reference£º
Patent; Shanghai Taoqin Bio-pharmaceutical Technology Co., Ltd.; Li Yu; (18 pag.)CN107434780; (2017); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 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

Synthetic Example 84b 6-(4-Chlorobenzenesulfonylamino)-1-cyanoisoquinoline The compound obtained using 6-aminoisoquinoline (0.5 g, Synthesis, 733 (1975)) and 4-chlorobenzenesulfonyl chloride (0.88 g) in the same method as in Synthetic Example 1b was dissolved in chloroform (150 ml). Under ice-cooling, m-chloroperbenzoicacid (0.9 g) was added theterto, followed by stirring at room temperature overnight. The solvent was evaporated, and the resulting crystals were washed with diethyl ether, collected by filtration and dried, to give 6-(4-chlorobenzenesulfonylamino)isoquinoline-N-oxide (1.072 g).

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

Reference£º
Patent; Eisai Co., Ltd.; EP1258252; (2002); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 23687-26-5

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

To trans-2-(4-((((3-fluorobenzyl)carbamoyl)oxy)methyl)phenyl)cyclopropane-1-carboxylic acid (E141) in pyridine were added EDC, DMAP and 6-aminoisoquinoline and the solution was stirred under N2, overnight at room temperature. The reaction mixture was poured into NaHC03 (saturated) and extracted with EtOAc, dried (Na2S04), filtered and evaporated. Column chromatography over silica gel eluting with 4percent MeOH-CH2CI2 gave pure trans-4-(2-(isoquinolin-6-ylcarbamoyl)cyclopropyl)benzyl (3-fluorobenzyl)carbamate (E142).

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

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