Category: 24340-77-0

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

(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.

24340-77-0 is used more and more widely, we look forward to future research findings about 4-Bromoisothiazole

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

As a common heterocyclic compound, it belongs to isothiazole compound, name is 4-Bromoisothiazole, and cas is 24340-77-0, its synthesis route is as follows.,24340-77-0

Step 4: 3-(6-Chloro-l-isothiazol-4-yl-2-methyl-lH-indol-3-ylsulfanyl)-benzoic acid ethyl ester[00503] 3-(6-Chloro-2-methyl-lH-indol-3-ylsulfanyl)-benzoic acid ethyl ester (0.250 g, 0.723 mmol) was combined with CuO (0.118 g, 1.48 mmol), potassium carbonate (0.130 g, 0.941 mmol) and 4- bromoisothiazole (0.250 g, 1.52 mmol) in pyridine (2 mL) and the reaction was heated to 145 C overnight. After cooling the reaction was partitioned between ?0 and DCM and the aqueous layer was extracted with DCM. The combined organics were dried over MgS04 and concentrated then submitted to silica gel chromatograp -20% EtOAc in hexanes) to yield the title compound.

24340-77-0 is used more and more widely, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; ROPPE, Jeffrey, Roger; PARR, Timothy, Andrew; STOCK, Nicholas, Simon; VOLKOTS, Deborah; HUTCHINSON, John, Howard; WO2012/24620; (2012); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 4-Bromoisothiazole, and cas is 24340-77-0, its synthesis route is as follows.,24340-77-0

Intermediate 58: Methyl 6-(benzenesulphonylmethyl)-3-(isothiazol-4-yl)-2-methoxybenzoate[0588] A mixture of methyl 6-(benzenesulphonylmethyl)-2-methoxy-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)benzoate (Intermediate 59, 0.15g), tri-tert-butyl- phosphinium tetrafluoroborate (O.Olg), cesium carbonate (0.34g), tris-(dibenzylideneacetone)- dipalladium (0.016g), and 4-bromoisothiazole (0.06g) in dioxane (3.2ml) and water (0.4ml) was degassed and then heated in the microwave at 120C for 20 minutes. After cooling, the mixture was diluted with ether, dried (MgS04) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-60% to give crude methyl 6- (benzenesulphonylmethyl)-3-(isothiazol-4-yl)-2-methoxy-benzoate (0..044g) as an oil. The material was used without further purification or characterisation.

With the complex challenges of chemical substances, we look forward to future research findings about 24340-77-0,belong isothiazole compound

Reference£º
Patent; ZAFGEN CORPORATION; DYKE, Hazel, Joan; CRAMP, Susan, Mary; PALLIN, Thomas, David; KULAGOWSKI, Janusz, Jozef; MONTANA, John, Gary; ZAHLER, Robert; WO2011/44506; (2011); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 4-Bromoisothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 24340-77-0, its synthesis route is as follows.,24340-77-0

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).

With the complex challenges of chemical substances, we look forward to future research findings about 4-Bromoisothiazole

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

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

A solution of 5,7-dimethyl-N-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)pyrazolo[l,5-a]pyrimidine-3-carboxamide 6 (286 mg, 0.73 mmol) in DMF (5 mL) was charged with 4-bromoisothiazole (100 mg, 0.60 mmol), potassium acetate (179 mg, 1.8 mmol) and Pd(dppf)Cl2DCM adduct (49 mg, 0.06 mmol) under argon at room temperature. The reaction mixture was heated to 100C for 16 h. The reaction mixture was quenched with water (5 mL), extracted with ethyl acetate (3 X 10 mL) and concentrated under vacuum to obtain crude compound. The crude compound was purified by FCC (eluent, 3-5% methanol in DCM) to afford the title compound as an off-white solid (50 mg, 23%).XH NMR (400 MHz, CDCI3) delta 10.24 (s, 1H), 8.79 (s, 1H), 8.71 (s, 1H), 8.68 (s, 1H), 7.84 (d, J=8.57 Hz, 2H), 7.61 (d, J=8.57 Hz, 2H), 6.78 (s, 1H), 2.83 (s, 3H), 2.74 (s, 3H). ES-MS m/z 350.20 (M+H)+. HPLC purity 99.1%.

With the rapid development of chemical substances, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

l-<4-Meth l-pyridin-3-yl )-i?uda/olidin-2-one ( I- 14b: I SOiug. 0.847mmol) was reacted with 4-bromo~isothiazole ( 166tng, 1.01 nunol ). 1. 4-dioxane ( 15ml ), copper iodide ( l6.09mg. O.U847mmol). trans- 1 ,2-diamino cyciohcxane (29mg, 0.254mmol) and potassium phosphate <540mg. 2.541 mnu>? to afford the crude product. Purification by column chromatography on silica gel (2% McOH in CHCh) afforded ) 20mg of the product (54.54’J¡ã yield). 1H NMR (C DCh. 300 MI b): 6 8.82 (s, 111), 8.65-8.25 (m. 3H). 7.4-7.1 (m> H D.4.20-3.95 (in, 4H). 2.19 (s, 311)I CMS purit) : 97.95%, mi? 261.0 (M 1 1) HPl C: 96.08%

With the rapid development of chemical substances, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; SENGUPTA, Saumitra; WO2010/149755; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

General procedure: 2 wt% DL-alpha-Tocopherolmethoxypolyeneglycol succinate solution (1.5 mL) was added to a mixture of 5-methoxycarbonylbenzofuran-2-MIDA boronate (200 mg, 0.604 mmol), (dtbpf)PdCl2 (32 mg, 0.048 mmol) and bromobenzene (95 mg, 0.604 mmol) under N2. Et3N (0.25 mL, 1.81 mmol) was added to thesuspension under N2. The reaction mixture was vigorously stirred at 40 C for 22 h under N2. Theresulting mixture was diluted with water to form a precipitate, which was filtered, washed with water anddissolved with CHCl3. The obtained organic solutions were dried over Na2SO4 and concentrated. Theresidue was purified by flash chromatography (SiO2, AcOEt : hexane = 30 : 70) to give 143.0 mg (94%)of white powde;

With the rapid development of chemical substances, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

4-bromoisothiazole (commercially available from Aurora, 500 mg, 3.05 mmol) was dissolved in degassed 1 ,2-Dimethoxyethane (DME) (5 ml). Pd(Ph3)4 (176 mg, 0.152 mmol) was added thereto. The reaction mixture was stirred at room temperature for 15min. [2,4-bis(methyloxy)-5-pyrimidinyl]boronic acid (commercially available from Aldrich ,1178 mg, 6.40 mmol) and 5ml_ of degassed 1 M/H2O solution of NaHCO3 were added to the reaction mixture under N2 atm. After 2h30min stirring at 900C the mixture was diluted with water and extracted with DCM. The collected organic phases were evaporated. The residue was purified by flash chromatography eluting with cyclohexane/EtOAc 5:1. 686 mg of the title compound were isolated as a yellow solid. MS (ES) {mlz): 224.06 [M+H]+.

24340-77-0 is used more and more widely, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; Glaxo Group Limited; WO2009/43883; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

To a reaction flask were added compound 41 (100 mg, 0.19 mmol), 4-bromoisothiazole (50 mg, 0.27 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 hours. 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: 63%. LC-MS(APCI): m/z = 485.3 (M+1)+. 1H NMR (400 MHz, CDCl3) delta 10.23 (s, 1H), 9.09 (s, 1H), 8.77 (d, J = 2.0 Hz, 1H), 8.72 (s, 1H), 8.10 (d, J = 2.0 Hz, 1H), 7.87 (d, J = 9.0 Hz, 2H), 7.34 (d, J = 8.7 Hz, 2H), 5.47 (d, J = 3.5 Hz, 1H), 4.94 (d, J = 51.5 Hz, 1H), 4.18 (s, 1H), 3.64 (ddd, J = 41.8, 13.5, 3.1 Hz, 1H), 3.43 – 3.38 (m, 1H), 3.02 (d, J = 11.9 Hz, 1H).

With the synthetic route has been constantly updated, we look forward to future research findings about 4-Bromoisothiazole,belong isothiazole compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO93,mainly used in chemical industry, its synthesis route is as follows.,24340-77-0

Example 190Preparation of 1-Isothiazol-4-yl-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (190A) 1-(4-Methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.847 mmol) was reacted with 4-bromo-isothiazole (166 mg, 1.016 mmol), 1,4-dioxane (15 mL), copper iodide (16.09 mg, 0.0847 mmol), trans-1,2-diamino cyclohexane (29 mg, 0.254 mmol) and potassium phosphate (540 mg, 2.541 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 120 mg of the product (54.54% yield).1H NMR (CDCl3, 300 MHz): delta 8.82 (s, 1H), 8.65-8.25 (m, 3H), 7.4-7.1 (m, 1H), 4.20-3.95 (m, 4H), 2.19 (s, 3H)LCMS purity: 97.95%, m/z=261.0 (M+1)HPLC: 96.08%

With the complex challenges of chemical substances, we look forward to future research findings about 4-Bromoisothiazole,belong isothiazole compound

Reference£º
Patent; Novartis AG; US2010/331326; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com