New learning discoveries about 26947-41-1

The synthetic route of 26947-41-1 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.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

 

Downstream synthetic route of 26947-41-1

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

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

 

New learning discoveries about 26947-41-1

The synthetic route of 26947-41-1 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.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

 

New learning discoveries about 26947-41-1

The synthetic route of 26947-41-1 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.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