Category: 24340-77-0

24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a reaction flask were added compound 5 (200 mg, 0.392 mmol), 4-bromoisothiazole (96 mg, 0.588 mmol), Pd(dppf)Cl2 (32 mg, 0.02 mmol) and sodium carbonate (126 mg, 1.18 mmol), 2 mL glycol dimethyl ether and 0.4 mL water were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 120 C in microwace for half an hour. After TLC detected the reaction was complete, the reaction was concentrated, purified by silica gel column chromatography to afford 58 mg of a product, yield: 31.7%. LC-MS(APCI): m/z = 467.3(M+1)+; 1H NMR (400 MHz, DMSO) delta 10.17 (s, 1H), 9.04 (s, 1H), 8.76 (d, J = 2.3 Hz, 1H), 8.70 (s, 1H), 8.05 (d, J = 2.3 Hz, 1H), 7.86 (d, J = 9.1 Hz, 2H), 7.33 (d, J = 8.8 Hz, 2H), 4.86 (d, J = 3.4 Hz, 1H), 4.21 (s, 1H), 3.41 (dd, J = 17.0, 9.3 Hz, 1H), 3.29 – 3.18 (m, 2H), 2.90 (d, J = 11.1 Hz, 1H), 1.89 – 1.80 (m, 1H), 1.75 (s, 1H).

The synthetic route of 24340-77-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; ZHAO, Jiuyang; AL, Yixin; (51 pag.)EP3553057; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24340-77-0,4-Bromoisothiazole,as a common compound, the synthetic route is as follows.

10456] 0.150 g (0.67 mmol) of 2-[6-(1H-pyrazol-4-yl)py- ridin-2-yl]pyrimidine (cf. Step 3) were initially charged, and 0.350 g (1.07 mmol) of caesium carbonate, 4.81 mg (0.03 mmol) of copper(I) oxide, 18.4mg (0.13 mmol) of salicylaldoxime, 0.165 g (1.0 mmol) of 4-bromoisothiazole and 1 ml of N,N-dimethylformamide were added successively under argon. The reaction mixture was heated at 110 C. for 24 hours. After cooling, the solvent was removed on a rotary evaporator under reduced pressure and the residue was purified by medium pressure column chromatography (MPLC) with cyclohexane/acetone (100:0 to 0:100). This gave 4.7mg (2% of theory) of2-{6-[1 -(isothiazol-4-yl)-1 H-pyrazol-4-yl] pyridin-2-yl}pyrimidine.10457] HPLC-MS: log P (HCOOH)=1.65, log P (neutral)=1.64.

As the paragraph descriping shows that 24340-77-0 is playing an increasingly important role.

Reference£º
Patent; BAYER CROPSCIENCE AG; Koehler, Adeline; Bretschneider, Thomas; Muehlthau, Friedrich August; Fuesslein, Martin; Jeschke, Peter; Fischer, Reiner; Voerste, Arnd; Malsam, Olga; Ilg, Kerstin; US2015/284380; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 6- (Isothiazol-4-yl)-8- ((2- (trimethylsilyl)ethoxy)methoxy)-3- ((2- (trimethylsilyl)ethoxy)methyl)guinazolin-4(3H)-oneA suspension of 4-bromo-isothiazole (0.02 g, 0.1 mmol), (6- (4,4,5 ,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)-8- ((2- (trimethylsilyl)ethoxy)methoxy)-3-((2-(trimethylsilyl)ethoxy)methyl)quinazolin-4(3H)-one (0.05 g, 0.08 mmol, example 28), bis (diphenylphosphino)feffocene-palladium(II)dichloride (0.01 g, 0.01 mmol), potassium carbonate (0.03 g, 0.25 mmol) and water (0.2 ml) in dimethylformamide (1 ml) was stirred in a sealed tube at 100 C for 2 hours and then at 80 C overnight. Filtration and chromatography (C18 reverse phase HPLC, methanol / water (0.1% formic acid) = 40:60 to 100:0) yielded thetitle compound as white solid (0.01 g, 16 %). MS: mle = 506.7 [M+Hf?.

As the paragraph descriping shows that 24340-77-0 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-isothiazole. To an oven dried schlenck flask charged with 6-bromo-isothiazole (0.5 g, 3.1 mmol), 4,4,5,5,4,4,5,5?-octamethyl-[2,2?]bi[[1,3,2]dioxaborolanyl] (0.85 g, 3.4 mmol), tri(dibenyzlideneacetone)dipalladium(0) (0.28 g, 0.31 mmol), tricyclohexylphosphine 20 (0.17 g, 0.61 mmol), potassium acetate (0.9 g, 9.14 mmol), followed by 1,4-dioxane (20 mL) was degassed for 5 min. under an atmosphere of nitrogen. The reaciton was heated at 100 C overnight, and cooled at rt. The reaction was diluted with dichloromethane, filtered through celite, washed with 1N sodium carbonate solution, water and brine, dried over sodium sulfate, and concentrated to give the product. LCMS m/z = 212 (M + 1).

24340-77-0 4-Bromoisothiazole 5200358, aisothiazole compound, is more and more widely used in various.

Reference£º
Patent; CEPHALON, INC.; HUDKINS, Robert L.; ZULLI, Allison L.; WO2015/100117; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24340-77-0,4-Bromoisothiazole,as a common compound, the synthetic route is as follows.

The above oily liquid was dissolved in 10 mL of ethylene glycol dimethyl ether and 2 mL of water, and 4-bromoisothiazole (215 mg, 1.31 mmol), Pd(PPh3)4 (38 mg, 0.033 mmol) and Na2CO3 (348 mg, 3.28 mmol), the reaction was stirred at 100 C for 2 hours under nitrogen atmosphere. After cooling to room temperature, the reaction solution was poured into 60 mL of water and extracted three times with 20 mL of ethyl acetate. The combined ethyl acetate was washed with brine and dried over anhydrous sodium sulfate. Filtered, and concentrated by column chromatography (petroleum ether / ethyl acetate 1/1) to give 42mg as a white solid powder.

The synthetic route of 24340-77-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24340-77-0,4-Bromoisothiazole,as a common compound, the synthetic route is as follows.

To a reaction flask were added compound 22 (100 mg, 0.195 mmol), 4-bromoisothiazole (50 mg, 0.293 mmol), Pd(dppf)Cl2 (5 mg, 0.006 mmol) and sodium carbonate (60 mg, 0.558 mmol), 5 mL glycol dimethyl ether and 0.9 mL water were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 100 C in microwave and reacted for half an hour. After TLC detected the reaction was complete, the reaction was concentrated, purified by silica gel column chromatography to afford 42 mg of a product, yield: 46%. LC-MS(APCI): m/z = 469.5 (M+1)+. 1H NMR (400 MHz, CDCl3) delta 8.69 (d, J = 2.4 Hz, 1H), 8.58 (d, J = 9.6 Hz, 2H), 7.94 (d, J = 2.4 Hz, 1H), 7.74 (s, 1H), 7.67 (d, J = 9.0 Hz, 2H), 7.23 (s, 1H), 5.21 (d, J = 52.0 Hz, 1H), 3.56 (d, J = 3.1 Hz, 1H), 3.52 – 3.44 (m, 2H), 3.30 (t, J = 9.7 Hz, 1H), 2.26 – 2.19 (m, 1H), 2.03 – 1.97 (m, 1H).

24340-77-0 4-Bromoisothiazole 5200358, aisothiazole compound, is more and more widely used in various.

Reference£º
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; ZHAO, Jiuyang; AL, Yixin; (51 pag.)EP3553057; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General Procedure E: Preparation of Coupled Aryl and Heteroaryl Groups Using Buchwald Catalyzed Coupling Conditions Between an Organohalide in the Presence of a Tin Reagent (0331) [00219] A solution of organobromide (1.0 equivalent), organochloride (1.0 equivalent), hexabutylditin (1.0 equivalent) and Pd(dppf)Cl2?DCM (10 mol%) in anhydrous 1,4-dioxane (10 mL/mmol) was stirred at 100 oC under N2 overnight, then cooled and quenched with water (20 mL/mmol). The resulting mixture was extracted with EtOAc (20 mL/mmol x 3), the organic phases were separated and dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo, and the resulting residue was purified by silica gel column (0332) chromatography or preparative-TLC to afford the coupled ring system.

The synthetic route of 24340-77-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GREENLEE, William, J.; GOOD, Andrew, C.; (309 pag.)WO2017/176961; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a reaction flask were added compound 30 (100 mg, 0.186 mmol), 4-bromoisothiazole (50 mg, 0.279 mmol), Pd(dppf)Cl2 (5 mg, 0.006 mmol) and sodium carbonate (60 mg, 0.558 mmol), 5 mL glycol dimethyl ether and 0.9 mL water were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 100 C in microwave and reacted for half an hour. After TLC detected the reaction was complete, the reaction was concentrated, purified by silica gel column chromatography to afford 78 mg of a product, yield: 85%. LC-MS(APCI): m/z = 494.7 (M+1)+. 1H NMR (400 MHz, CDCl3) delta 8.67 (s, 1H), 8.54 (d, J = 4.3 Hz, 2H), 7.96 (s, 1H), 7.91 (s, 1H), 7.67 (d, J = 8.8 Hz, 2H), 7.22 (d, J = 8.6 Hz, 2H), 3.43 – 3.34 (m, 1H), 3.34 – 3.21 (m, 2H), 3.18 (dd, J = 17.9, 9.0 Hz, 1H), 2.67 (s, 1H), 2.23 (s, 6H), 2.05 (d, J = 6.5 Hz, 1H), 1.76 (dd, J = 20.3, 10.0 Hz, 1H).

As the paragraph descriping shows that 24340-77-0 is playing an increasingly important role.

Reference£º
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; ZHAO, Jiuyang; AL, Yixin; (51 pag.)EP3553057; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24340-77-0,4-Bromoisothiazole,as a common compound, the synthetic route is as follows.

(B) (2E)-Ethyl 3-(4-(isothiazol-4-yl)pyridin-3-yl)acrylate A mixture of (2E)-ethyl 3-(4-(tributylstannyl)pyridin-3-yl)acrylate (33 mg), 4-bromoisothiazole (17.41 mg), Pd(Ph3P)4 (8.18 mg), copper(I) iodide (2.70 mg), cesium fluoride (21.50 mg) and DMF (1.5 mL) was stirred under nitrogen atmosphere at 100 C. for 13 hours. Likewise, a mixture of (2E)-ethyl 3-(4-(tributylstannyl)pyridin-3-yl)acrylate (497 mg), 4-bromoisothiazole (262 mg), Pd(Ph3P)4 (123 mg), copper(I) iodide (40.6 mg), cesium fluoride (324 mg) and DMF (10 mL) was stirred under nitrogen atmosphere at 100 C. for 13 hours. The reaction mixtures were combined, and the insoluble matter was then filtered. The filtrate was diluted with ethyl acetate (20 mL), water (10 mL) and saturated aqueous sodium bicarbonate solution (10 mL), and the aqueous layer was extracted with ethyl acetate. The extract was washed with water and brine and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (222 mg). MS: [M+H]+ 260.9.

The synthetic route of 24340-77-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com