Tag: 23687-25-4

23687-25-4, Isoquinolin-4-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,23687-25-4

In a single-necked round-bottomed flask isoquinoline-4-amine (1 .50 g, 10.4 mmol) and 4-methoxybenzenesulfonyl chloride (2.47 g, 1 1.96 mmol) were dissolved in anhydrous pyridine (18 ml.) and stirred at room temperature overnight. Upon completion of the reaction determined by TLC, the reaction was diluted with water (50 ml.) and extracted with EtOAc (25 ml_). The layers were separated, and the aqueous layer was extracted with EtOAc (2 c 25 ml_). The combined organics were washed with water (50 ml_), brine (2 c 50 ml_), dried over Na2S04, and concentrated under reduced pressure to a brown oil. Toluene (50 ml.) was added to the oil and removed under reduced pressure to yield an orange solid. The crude product was purified by recrystallization from toluene to yield 2.50 grams (77% yield) of (13) as an orange solid.

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; MOORE, Terry; LAZZARA, Phillip; DAVID, Brian; RICHARDSON, Benjamin; JAIN, Atul, D.; (87 pag.)WO2019/195348; (2019); 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.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.,23687-25-4

To a stirring solution of isoquinolin-4-amine (15 g, 104.04 mmol) in HCl (150 mL, 5 mol/L) at 0 C. was added a solution of sodium nitrite (10.77 g, 156.06 mmol) in water (15 mL) at below 0 C. The reaction mixture was stirred at 0 C. for 30 min and a solution of SnCl2.2H2O (58.69 g, 260.10 mmol) dissolved in HCl (27 mL, 12 mol/L) was added dropwise. The mixture was stirred at room temperature for 12 h. The mixture was adjusted to pH 12-14 with 20% aqueous sodium hydroxide. The mixture was extracted with CH2Cl2 (1000 mL*3). The organic layer was dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure to afford crude 180a (15.8 g, 95.4% yield) as a brown solid, used directly for the next step.

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-25-4, Isoquinolin-4-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,23687-25-4

General procedure: To the mixture of 7 (500 mg, 2.0 mmol) and 5-aminoisoquinoline (651 mg, 4.52 mmol) was added p-toluenesulfonic acid monohydrate (50 mg, 0.26 mmol), and the resultant mixture was stirred at 160 C for 24 h. After cooling at room temperature, the mixture was purified using column chromatography on silica gel (CHCl3/MeOH = 98/2) to give crude 15 as a brown solid. The solid was recrystallized from EtOAc to give 15 (300 mg, 40%) as a colorless powder.

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sugane, Takashi; Tobe, Takahiko; Hamaguchi, Wataru; Shimada, Itsuro; Maeno, Kyoichi; Miyata, Junji; Suzuki, Takeshi; Kimizuka, Tetsuya; Morita, Takuma; Sakamoto, Shuichi; Tsukamoto, Shin-Ichi; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 34 – 41;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-25-4, Isoquinolin-4-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,23687-25-4

Intermediate 87 (1.27 g) was dissolved in 1 N aqueous hydrochloric acid (36 ml) and added dropwise with an aqueous solution (36 ml) of sodium nitrite (1.21 g, Wako Pure Chemical Industries) with ice cooling. The obtained suspension was added dropwise to a solution of copper(I) chloride (1.83 g, Wako Pure Chemical Industries) in 1 N aqueous hydrochloric acid (20 ml) with ice cooling, then warmed to room temperature and stirred for 15 hours. The reaction mixture was added with 28% aqueous ammonia (50 ml) and extracted twice with ethyl acetate (150 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the title compound (433 mg).

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yamada, Rintaro; Seto, Minoru; US2005/20623; (2005); 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.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.,23687-25-4

To a solution of isoquinolin-4-amine (1.00 g, 6.94 mmol) in pyridine (7 mL) at 25 C under nitrogen, was added benzoic anhydride (1.57 g, 6.94 mmol) in pyridine (1.5 mL). The resulting solution was heated at 100 C for 4 h, then cooled to 25C and quenched using saturated solution of NaHCO3 (5 mL). Crude product was extracted with CHCl3 (5×10 mL). Combined organic phase was washed with water (2×15 mL) and brine (15 mL), then dried over Na2SO4, filtered, and concentrated under reduced pressure to yield the title compound as a purple-red solid (1.66 g, 6.70 mmol, 97% yield) that was used without further purification.

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); 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.23687-25-4,Isoquinolin-4-amine,as a common compound, the synthetic route is as follows.

Example 1071-[(2-Chloro-4-fluorophenyl)methyl]-4-(4-isoquinolinyl)-2,3-piperazinedione(E107)Methyl [[(2-chloro-4-fluorophenyl)methyl](2-oxoethyl)amino](oxo)acetate (0.40 g, 1.39 mmol, prepared as described earlier), 4-aminoisoquinoline (0.40 g, 2.78 mmol) and acetic acid (0.08 ml, 1.39 mmol) were dissolved in 1 ,2-dichloroethane (20 ml) and stirred for 10 minutes. Polymer-supported cyanoborohydride (1.74 g, 6.95 mmol) was added and the reaction stirred at room temperature for approximately 64 hours. The reaction was then heated to reflux at 850C for 7 hours. The reaction mixture was then concentrated in vacuo and redissolved in 1-butanol (3 ml). The solution was heated to 16O0C for 1 hour in the microwave. The mixture was concentrated in vacuo and purified by flash-silica gel chromatography. The mixture was eluted with ethyl acetates followed by 5% methanol in dichloromethane and finally 10% methanol in dichloromethane. Clean product fractions were combined and concentrated in vacuo to give a brown oil, which was triturated with a mixture of diethyl ether (10 ml) and methanol (2 ml) to yield 1-[(2-chloro-4-fluorophenyl)methyl]-4-(4-isoquinolinyl)-2,3- piperazinedione (0.032 g) as a cream-coloured solid. LC/MS [M+H]+ = 384, retention time = 2.29 minutes.

As the paragraph descriping shows that 23687-25-4 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; CHAMBERS, Laura Jane; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; STEADMAN, Jon Graham Anthony; WALTER, Daryl Simon; WO2010/125103; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem