Category: 55512-82-8

Downstream synthetic route of 55512-82-8

As the paragraph descriping shows that 55512-82-8 is playing an increasingly important role.

55512-82-8, 3-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55512-82-8

Intermediate I-1 (15 mg, 0.045 mmol) and 3-bromoisothiazole (10.98 mg, 0.067 mmol) were dissolved in DMF (446 muL). PdCl2(dppf)-CH2Cl2 (2.187 mg, 2.68 mumol) was added and the reaction mixture was degassed by bubbling with argon for 15 minutes. Sodium carbonate (2 M, 26.8 muL, 0.054 mmol) was added and the reaction mixture was degassed for 5 minutes, then sealed and heated to 90 ¡ãC in the microwave for 30 minutes. The reaction mixture was diluted with DMF, filtered, and purified by preparative HPLC (Method D, 35 to 80percent B in 10 minutes) to give Example 5 (5.0 mg, 0.017 mmol, 37.2percent): 1H NMR (500MHz, METHANOL-d4) delta 8.89 (d, J=4.7 Hz, 1H), 8.59 (s, 1H), 8.13 (d, J=1.9 Hz, 1H), 8.10 (d, J=4.7 Hz, 1H), 7.84-7.52 (m, 2H), 2.64 (s, 3H); LC^MS: Method H, RT = 1.08 min, MS (ESI) m/z: 293.9 (M+H)+; Analytical HPLC Method B: 97.4percent purity

As the paragraph descriping shows that 55512-82-8 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; RICHTER, Jeremy M.; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; (111 pag.)WO2018/13772; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Extracurricular laboratory: Synthetic route of 55512-82-8

As the rapid development of chemical substances, we look forward to future research findings about 55512-82-8

3-Bromoisothiazole, cas is 55512-82-8, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,55512-82-8

In a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed [4-[3-(benzyloxy)propyljquinolin-7-yljboronic acid (904 mg, 2.81 mmol, 1 equiv), Na2CO3 (596.6 mg, 5.63 mmol, 2 equiv), 3-bromo-1,2-thiazole (923.3 mg, 5.63 mmol, 2 equiv), and Pd(PPh3)4 (325.2 mg, 0.28 mmol, 0.1 equiv) in dioxane (20 mL) and H20 (5 mL). The resulting solution was stirred for 4 hours at 80 ¡ãC in an oil bath. The resulting mixture was cooled to room temperature and concentrated. Theresidue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 500 mg (49.28percent) of 4- [3 -(benzyloxy)propylj -7-( 1 ,2-thiazol-3-yl)quinoline as a light brow solid. LC-MS: (ES, m/z): [M+Hj = 361.1.

As the rapid development of chemical substances, we look forward to future research findings about 55512-82-8

Reference£º
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Introduction of a new synthetic route about 55512-82-8

With the rapid development of chemical substances, we look forward to future research findings about 55512-82-8

3-Bromoisothiazole, cas is 55512-82-8, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,55512-82-8

General procedure: N-(4-Bromo-3-{[(d imethylam ino)methylene]su lfamoyl}phenyl)-2-(2-chlorophenyl)acetamide (amount as indicated in examples) was dissolved in methanol (3 mL in case of 0.59 mmol scale) and degassed with nitrogen. Bis(pinacolato)diboron (2.5 eq), mesylate[(di(1 -adamantyl)-n-butylphosphine)-2-(2?-amino-1 ,1 ?-biphenyl)]palladium(l I) (cataCXium A Pd G3, 0.05 eq) and N,N-diisoproyplethylamine (2.5 eq) were added andit was stirred for 1 hour at 50C. The catalyst was removed by filtration and the filtrate was reduced in vacuo.The crude was redissolved in n-propanol (3 mL in case of 0.59 mmol scale), followed by degassing with nitrogen. The corresponding hetarylbromide (2 eq), potassium fluoride (0.23 eq), bis(tri-tert-butylphosphine)palladium(0) (0.05 eq) and triphenylphosphine (0.05 eq) were added. It was again degassed with nitrogen and potassium phosphate (2.5 eq) was added, followed by irradiating for 1 hour at 10000 in the microwave.Any precipitate was removed by filtration and the filtrate was concentrated in vacuo andredissolved in methanol (2 mL in case of 0.59 mmol scale). Aqueous ammoniumhydroxide solution (33%, 2 mL) was added. It was stirred until UPLC-MS showed completion of deprotection. In most cases stirring overnight was sufficient, in certain cases longer stirring and addition of further aqueous ammonium hydroxide solution was necessary. The reaction mixture was then concentrated in vacuo and purified as indicatedintheexamples.

With the rapid development of chemical substances, we look forward to future research findings about 55512-82-8

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Analyzing the synthesis route of 55512-82-8

The synthetic route of 55512-82-8 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.55512-82-8,3-Bromoisothiazole,as a common compound, the synthetic route is as follows.

Intermediate 123d was reacted with 3-bromoisothiazole in a method analogous to Example 122 to give Example 123 (5.9 mg, 11.5 muiotaetaomicron, 46percent). LC-MS (Method Al) RT = 1.39 min, MS (ESI) m/z: 512.4 (M+H)+. H NMR (500 MHz, DMSO-cfe) delta 9.18 (d, 7=4.6 Hz, 1H), 8.12 (br d, 7=7.9 Hz, 1H), 8.09 – 8.01 (m, 2H), 7.75 (br d, 7=7.9 Hz, 1H), 7.17 (br d, 7=7.9 Hz, 2H), 7.07 (br d, 7=7.9 Hz, 2H), 4.68 (s, 2H), 2.32 (t, 7=7.6 Hz, 2H), 1.90 – 1.77 (m, 6H), 1.67 (br d, 7=6.7 Hz, 2H), 1.49 (quin, 7=7.5 Hz, 2H), 1.27 (dq, 7=14.9, 7.4 Hz, 2H), 0.81 (t, 7=7.3 Hz, 3H) (1 exchangeable proton not observed).

The synthetic route of 55512-82-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Simple exploration of 55512-82-8

55512-82-8 3-Bromoisothiazole 15323364, aisothiazole compound, is more and more widely used in various.

55512-82-8, 3-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed [4-[3-(benzyloxy)propyljquinolin-7-yljboronic acid (904 mg, 2.81 mmol, 1 equiv), Na2CO3 (596.6 mg, 5.63 mmol, 2 equiv), 3-bromo-1,2-thiazole (923.3 mg, 5.63 mmol, 2 equiv), and Pd(PPh3)4 (325.2 mg, 0.28 mmol, 0.1 equiv) in dioxane (20 mL) and H20 (5 mL). The resulting solution was stirred for 4 hours at 80 ¡ãC in an oil bath. The resulting mixture was cooled to room temperature and concentrated. Theresidue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 500 mg (49.28percent) of 4- [3 -(benzyloxy)propylj -7-( 1 ,2-thiazol-3-yl)quinoline as a light brow solid. LC-MS: (ES, m/z): [M+Hj = 361.1.

55512-82-8 3-Bromoisothiazole 15323364, aisothiazole compound, is more and more widely used in various.

Reference£º
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com