Day: August 28, 2020

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

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

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

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

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.26947-41-1,3-Isoquinolinecarbonitrile,as a common compound, the synthetic route is as follows.,26947-41-1

Example 230 4-Amino-6-chloro-2-(1-(3-isoquinolyl)ethyl)thio-pyrimidine (Cpd #230) Isoquinoline-3-carbonitrile (1.76 g, 11.4 mmole) is dissolved in 10 ml tetrahydrofuran in an oven dried 100 ml two neck round bottom flask under nitrogen. The solution is cooled to 0¡ã C., is diluted with 5 ml diethyl ether, and is treated with methyl magnesium bromide in ether (5.7 ml, 17.1 mmole). The reaction is warmed to reflux for one hour, is cooled to 0¡ã C., and is quenched with 15 ml 6 M hydrochloric acid. The reaction mixture is warmed to 50¡ã C. for one hour, is cooled, and is poured into 75 ml 2N sodium hydroxide. The mixture is extracted with 3*50 ml ethyl acetate and the combined organics are dried over potassium carbonate. The dried organics are concentrated in vacuo to a crude orange solid. The crude material is chromatographed over 60 g silica gel (230-400 mesh), eluding with 20percent acetone/hexane, while collecting 22 ml fractions. Fractions 7-11 are combined and concentrated to provide 1.7 g (87percent) of 3-acetyl-isoquinoline. H-NMR (CDCl3, TMS): delta 2.83 (s,3), 7.70-7.78 (m, 2), 7.97-8.06 (m, 2), 8.47 (s,1), 9.28 (s,1) ppm. 13 C-NMR (CDCl3): delta 26.6; 120.2; 127.6; 128.6; 129.4; 130.1; 131.0; 135.5; 124.7; 151.9; 200.3 ppm. TLC (silica gel-60, F-254): Rf =0.37, 20percent acetone/hexane. Melting Point: 90-91¡ã C. Infrared (nu max, mineral oil): 2925, 1689, 1418, 1386, 1220, 944, 764 cm-1. Mass Spectrum, [M/Z](relative intensity): [171](88). Analysis: Calculated for C11 H9 N1 O1: C, 77.17; H,5.30; N,8.18. Found: C, 76.98; H,5.41; N,8.29

The synthetic route of 26947-41-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.26947-41-1,3-Isoquinolinecarbonitrile,as a common compound, the synthetic route is as follows.,26947-41-1

Preparation 152 N -Hydroxy-3-isoquinolinecarboximidamide The title compound was obtained as a white solid from 3-cyanoisoquinoline using a similar method to that described in Preparation 110. 1H NMR (400 MHz, D6-DMSO) 5.93 (s, 2H), 7.67 (dd, 1H), 7.78 (dd, 1H), 8.03 (d, 1H), 8.14 (d, 1H), 8.29 (s, 1H), 9.33 (s, 1H), 9.78 (s, 1H).

The synthetic route of 26947-41-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bailey, Simon; Fish, Paul Vincent; James, Kim; Whitlock, Gavin Alistar; US2003/69291; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

26947-41-1, 3-Isoquinolinecarbonitrile is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,26947-41-1

General procedure: Cells were streaked onto LBamp plate from frozen stocks of E. coli JM109 (PVL 1343 +MS13) containing NDO2 and incubated at 37¡ãC for 12h. Single colonies were selected for preculture preparation. A sterilized culture flask containing 10mL of LBamp+kan medium was inoculated with a single colony of E. coli JM109 (PVL 1343 +MS13) and the preculture was grown on an orbital shaker at 37¡ãC for 12hat 180rpm. 200mL of MSB medium containing 300mgL?1 thiamine, 4mLL?1 ampicillin, 2mLL?1 kanamycin (kan) and 20mL 20percent glucose, was transferred into 1L sterile shake flask and was inoculated with 2mL of preculture and resulting culture was grown at 30¡ãC until the culture turbidity reached 1.5 to 2.0at 660nm. Cells were induced with salicylic acid (as dioxane solution, 2mML?1 of MSB) and were grown for 2.5h under same conditions. Culture was centrifuged at 4500rpm (3736g) for 15minat 4¡ãC and supernatant was separated from cells. The supernatant was decanted and cells were resuspended in fresh MSB medium containing 300mgL?1 thiamine, 4mLL?1 ampicillin, 2mLL?1 kanamycin and 20mL 20percent glucose. An aliquot amount of substrate was added either directly or as a solution in 1,4-dioxane. Conversion of substrate was monitored with HPLC and the biotransformation was stopped when HPLC showed no further decrease in substrate peak or increase in product peak (18?24h). (0028) After completion of biotransformation, the biomass was removed by centrifugation. The supernatant was concentrated at 30¡ãC to 5?10mL under reduced pressure. The concentrate was stirred with acid-free EtOAc for 30?60min. Acid free EtOAc was prepared by stirring with saturated solution of Na2CO3 at low temperature. Organic layer was separated and the concentrate was again extracted with EtOAc. The combined organic layers were dried over Na2SO4 and the solvent was evaporated at reduced pressure at 40¡ãC. The crude material was analyzed by 1H NMR. Purification was performed using an automated MPLC with fraction collector.

The synthetic route of 26947-41-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zia, Muhammad Farooq; Vasko, Agnes G.; Riedl, Zsuzsanna; Hametner, Christian; Hajos, Gyoergy; Mereiter, Kurt; Mihovilovic, Marko D.; Tetrahedron; vol. 72; 46; (2016); p. 7348 – 7355;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.26947-41-1,3-Isoquinolinecarbonitrile,as a common compound, the synthetic route is as follows.,26947-41-1

3-Cyanoisoquinoline (1.047 g, 6.79 mmol) was suspended in 6 M HCl (aq) (50 mL) and refluxed at 95¡ã C. for 18 h. The reaction was cooled to RT, and the volatiles removed under vacuum to provide the carboxylic acid (2.07 g) that was used as is.

The synthetic route of 26947-41-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

56469-02-4, 3,4-Dihydro-5-hydroxy-1(2H)-isoquinolinone is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,56469-02-4

Intermediate Q5-Methoxy-3,4-dihydro-2H-isoquinolin-1 -oneTo a stirring solution of 5-hydroxy-3,4-dihydroisoquinolin-1(2H)-one (200 mg, 1.226 mmol) in DMF (8 ml) was added Cs2C03 (599 mg, 1.839 mmol). The reation mixture was left to stir for 20 minutes at 50 C and then treated with methyl iodide (0.115 ml, 1.839 mmol). After stirring at 50 C for 30 min, the mixture was diluted with EtOAc water. The organic portion was separated and washed with water, brine, dried (MgS04) and concentrated in vacuo to afford the title compound as a pale yellow solid; LC-MS Rt =1.08 mins; MS m/z 178.1 [M+H]+; Method 2minLC_v002.

The synthetic route of 56469-02-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ATKINSON Benjamin; BEATTIE David; CULSHAW Andrew James; DEVEREUX Nicholas James; MCKENNA Jeffrey; DALE James; WO2011/92293; A1; (2011);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem