Tag: 5908-62-3

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-tert-butyl-7-chloro-3-(2-chlorobenzyl)-3H-[l,2,3]triazolo[4,5-d] pyrimidine (15.9 mg, 47.2 muiotaetaomicron?), 1,1-dioxo-isothiazolidine (11.4 mg, 94.4 muiotaetaomicron?) and DBU (14.2 mu?^, 94.4 mumol) in DMF (250 mu?) was stirred at the room temperature overnight. The reaction mixture was directly purified by preparative HPLC (column: Gemini 5um C18 110A 75 x 30mm. mobile phase: water (0.05% Et3N): acetonitrile 75:25% to 5:95%. WL: 230 nm Flow: 30 mL/min.) to afford the title compound as white solid (3.10 mg, 16%). MS(m/e): 387.3 (MH+).

The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; ADAM, Jean-Michel; BISSANTZ, Caterina; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; WO2013/68306; (2013); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4- y l(pheny l)methy 1] -5H-py rido [3,2-b] indol-3 -y 1 } – 1 ,4-dimethy 1- 1H- 1 ,2,3-triazole (25.0 mg 0.0500 mmol) and isothiazolidine-l,l-dione (5.7 mg, 0.0500 mmol) in DMF (0.25 mL) was added t-BuOK (21.0 mg, 0.190 mmol). This mixture was heated at 65 C for 1.5 h and cooled to room temperature. The mixture was then diluted with MeOH and purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19 x 200 mm, 5-mutaueta particles; Mobile Phase A: 5:95 ACN: water with 10 mM NH4OAC; Mobile Phase B: 95:5 ACN: water with 10 mM NH4OAc; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 2-[3-(dimethyl-lH- l,2,3-triazol-5-yl)-6-methanesulfonyl-5-[(S)-oxan-4-yl(phenyl)methyl]-5H-pyrido[3,2- b]indol-9-yl]- 6,2-thiazolidine-l,l-dione (12.3 mg, 41%). NMR (500MHz, DMSO- de) delta 8.72 (s, IH), 8.38 (d, J=8.4 Hz, IH), 7.88 (s, IH), 7.62 (br d, J=8.4 Hz, 3H), 7.36- 7.30 (m, 2H), 7.27 (br d, J=7.1 Hz, IH), 6.81 (br d, J=10.1 Hz, IH), 4.11 (br d, J=2.0 Hz, 2H), 3.86 (br d, J=9.8 Hz, IH), 3.76 (s, 3H), 3.74 (s, 2H), 3.64 (br d, J=8.8 Hz, IH), 3.57 (br t, J=7.4 Hz, IH), 3.19 (br t, J=12.1 Hz, IH), 2.65-2.57 (m, 2H), 2.54 (s, 3H), 2.07 (s, 3H), 1.95 (br d, J=12.5 Hz, IH), 1.75-1.56 (m, 2H), 0.42 (br d, J=12.1 Hz, IH). LCMS: RT = 1.414 min; (ES): m/z (M+H)+ = 634.95; LCMS: Column: Waters Acquity UPLC BEH C18, 2.1 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAC; Temperature: 50 C; Gradient: 0-100% B over 3 min, then a 0.75-min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 100 %

The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4- yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3- triazole (40.0 mg, 0.075 mmol) and isothiazolidine 1,1-dioxide (36.1 mg, 0.298 mmol) in NMP (0.40 mL) was added t-BuOK (29.2 mg, 0.261 mmol). This mixture was heated at 65 C for 2 h and cooled to room temperature. The mixture was purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19 x 200 mm, 5- muiotaeta particles; Mobile Phase A: 5:95 ACN: water with 10 mM NH4OAC; Mobile Phase B: 95:5 ACN: water with 10 mM NH4OAC; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 9.6 mg. (20%). NMR (500MHz, DMSO-de) delta 8.72 (s, IH), 8.38 (d, J=8.4 Hz, IH), 7.89 (s, IH), 7.62 (br d, J=8.1 Hz, 3H), 7.37 – 7.30 (m, 2H), 7.26 (s, IH), 6.82 (br d, J=10.4 Hz, IH), 4.11 (br s, 2H), 3.86 (br d, J=8.4 Hz, IH), 3.77 (s, 3H), 3.75 (s, 3H), 3.65 (br d, J=8.8 Hz, IH), 3.57 (br t, J=7.4 Hz, IH), 3.53 – 3.45 (m, IH), 3.40 (br d, J=12.1 Hz, IH), 3.19 (br t, J=11.6 Hz, IH), 2.62 (quin, J=7.1 Hz, 2H), 2.52 – 2.52 (m, IH), 1.95 (br d, J=12.5 Hz, IH), 1.77 – 1.58 (m, 2H), 0.43 (br d, J=12.5 Hz, IH); LCMS: RT = 1.573 min; (ES): m/z (M+H)+ = 638.05; LCMS: Column: Waters Acquity UPLC BEH CI 8, 2.1 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM LtOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH40Ac;Temperature: 50 C; Gradient: 0-100% B over 3 min, then a 0.75 min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity 220nm: 99 %.

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

3-CYCLOBUTYL-7- [ (5-IODO-2-PYRIDINYL) OXY]-2, 3,4, 5-TETRAHYDRO-1H-3-BENZAZEPINE (E207) (200 mg, 0.48 MMOL), isothiazolidine 1,1-dioxide (116 mg, 0.96 MMOL), (Evans, Brian J.; Takahashi Doi, Joyce; Musker, W. Kenndh J. Org. Chem.; 55; 9; 1990; 2580-2586) potassium carbonate (238 mg, 1.73 MMOL), copper (I) iodide (27 mg, 0.14 MMOL) and N, N- dimethylethylenediamine (0.02 ml, 0.14 MMOL) were added together in dry dioxane (3 ml) and heated in a microwave reactor at 140 C for 20 minutes. The mixture was diluted with methanol and applied to a SCX column eluting with methanol and then a mixture of. 880 AMMONIA/METHANOL (1: 9). The basic fractions were combined and concentrated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of. 880 ammonia: methanol : dichloromethane (0.5 : 4.5 : 95) to afford the title compound (145 mg); MS (ES+) M/E 414 [M+H] +.

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/56369; (2004); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

To a mixture of Intermediate 1 (1 equiv.) and isothiazo lidine 1,1-dioxide (1.2 equiv.) in 1 ,4-dioxane was added cesium carbonate (1.5 equiv.). The reaction was heated to 100 C for 16 h, after which the reaction was diluted with water, and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified via silica gel chromatography utilizing a 3-10% methanol in dichloromethane gradient to deliver the desired compound, Compound 1-503 (71.3 mg, 73% yield) as an off- white solid.1H-NMR (500 MHz, CDC13) oe 8.57 (d, 1 H), 8.47 (d, 1 H), 7.36 (s, 1 H), 7.20-7.25 (m, 1 H),7.03-7.07 (m, 1 H), 6.96-7.01 (m, 1 H), 6.84-6.88 (m, 1 H), 6.61 (m, 1 H), 5.99 (s, 2 H), 4.27 (t, 2 H), 3.44 (t, 2 H), 2.66 (t, 2 H).

The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 26.1.3: Preparation of 3-Benzyloxy-7-(l,l-dioxo-isothiazolidin-2-yl)-4- oxo-4H-pyrido[l,2-fl]pyrimidine-2-carboxylic acid 4-fluoro-benzylamide; The product from Example 26.1.2 (100 mg, 0.189 mmol), isothiazolidine 1,1-dioxide (46 mg, 0.378 mmol), copper(I) iodide (4 mg, 0.019 mmol), N,N-dimethylethyl diamine (3 mg, 0.039 mmol) and potassium carbonate (55 mg, 0.378 mmol) were mixed in DMF (4.0 mL) and heated to 80 0C. After 2 h, TLC indicated that the reaction was complete. The reaction mixture was cooled to room temperature and poured into aqueous hydrochloric acid (1.0 M, 40 mL. The resulting solid was collected by filtration and washed with water, dried and subjected to column chromatography (dichloromethane/methanol 50:1) to afford the desired product (93 mg, 95%).1H NMR (300 MHz, D6-DMSO) delta 3.64 (2H, t, J=I. ,3 Hz, cyclic-(SO2)-CH2CH2CH2N), 3.89 (2H, t, J=6.5 Hz, cyclic-(SO2)-CH2CH2CH2N-), 4.43 (2H, d, J=5.9 Hz, NHCH2), 5.14 (2H, s, CH2O)D7.06 (2H, t, J=9.0 Hz, ArH), 7.32-7.48 (7H, m, ArH), 7.84 (IH, d, J=9.9 Hz, ArH), 8.00 (IH, dd, J=2.8, 9.7 Hz, ArH), 8.61 (IH, d, J=2.6 Hz, ArH), 9.07 (IH, t, J=6.2 Hz 5 NHCH2).

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; AVEXA LIMITED; WO2008/77188; (2008); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

To an oven dried 50 mE round-bottom flask, methyl2-bromo-5-methylbeioate (352 mg, 1.54 mmol), sultam(236 mg, 1.95 mmol), cesium carbonate (732 mg, 2.25mmol), palladium acetate (40.4 mg, 0.18 mmol), and Xanphos (136 mg, 0.23 5 mmol) were added and flask was placedunder argon. Reagents were suspended in 8 mE of anhydrousdioxane and mixture was heated at 100 C. overnight. Aftercooling to room temperature, reaction mixture was filtered,was1ng with ethyl acetate. Combined filtrate was concen446.04trated under reduced pressure and resulting film was purifiedby silica gel column chromatography (25-100% EthylAcetate in Hexanes) to yield intermediate 11.?H-NMR (DMSO, 400 MHz): oe 7.75 (d, 1H), 7.44 (m, 1H),7.35 (m, 1H), 3.89 (s, 3H), 3.81 (t, 2H), 3.28 (t, 2H), 2.55 (m,2H), 2.39 (s, 3H).ECMS m/z [M+H] C12H15N04S requires: 270.07. Found270.12.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

Reference£º
Patent; Gilead Sciences, Inc.; Sangi, Michael; (125 pag.)US9278975; (2016); B2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

Example 19 6-[(1,1-Dioxido-1,2-thiazolidin-2-yl)methyl]-3-ethyl-5-(trifluoromethyl)-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 74 mg (0.612 mmol) of propane sultam were dissolved in 1.5 ml of DMF, 24 mg (0.612 mmol) of sodium hydride (60% suspension in mineral oil) were added and the mixture was stirred at RT for 25 min. This was followed by dilution with 0.25 ml of THF (“Mixture 1”). In another reaction vessel, 50 mg (0.122 mmol) of the compound from Example 182A were dissolved in 1 ml of DMF, and 350 mul of Mixture 1 were added dropwise at 0 C. After 2.5 h at 0 C., a further 350 mul of Mixture 1 were added. After a further 30 min at 0 C., the reaction mixture was separated directly into its components by means of preparative HPLC (Method 8). Concentration of the product fractions and drying under high vacuum gave 42 mg (69% of theory) of the title compound. 1H-NMR (400 MHz, CDCl3, delta/ppm): 4.57 (d, 2H), 4.23-4.14 (m, 2H), 4.08 (q, 2H), 3.40 (t, 2H), 3.31-3.19 (m, 2H), 2.74-2.57 (m, 2H), 2.53-2.38 (m, 2H), 1.26 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.98 min, m/z=494 [M+H]+.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A microwave vial was charged with 2-[(S)-{7-chloro-6-fluoro-3-[4-(2H3)methyl- l-methyl-lH-l,2,3-triazol-5-yl]-5H-pyrido[3,2-b]indol-5-yl}(oxan-4-yl)methyl]-3- fluoropyridine (46 mg, 0.090 mmol), isothiazolidine 1,1-dioxide (16.3 mg, 0.135 mmol), tripotassium phosphate (26.7 mg, 0.126 mmol), Pd2(dba)3 (4.1 mg, 4.5 muetaiotaomicron), 2-di-tert- butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-l, -biphenyl (4.3 mg, 9.0 muetaiotaomicron), and dry tert-butanol (0.85 mL). The reaction was heated at 84C ovemight. It was diluted with water and extracted with ethyl acetate. The organic layer was concentrated and purified by preparative HPLC (Column: XBridge C18, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 acetonitrile: water with 0.1% trifluoroacetic acid; Mobile Phase B: 95:5 acetonitrile: water with 0.1% trifluoroacetic acid; Gradient: 22-62% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min) to give 12.3 mg (22%). LCMS (M+H) = 597.3, TR = 1.30 min (Column: Phenomenex LUNA C18, 30×2, 3u; Mobile Phase A: 90: 10 water: acetonitrile with 0.1% TFA; Mobile Phase B: 10:90 water: acetonitrile with 0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 2 min, hold 1 min; Flow rate: 1 mL/min).

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, a solution of 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (Example 9 c, 1 g, 4 mmol), isothiazolidine 1,1-dioxide (730 mg, 06 mmol), copper(I) iodide (150 mg, 0.8 mmol), 1,3-di(pyridin-2-yl)propane-1,3-dione (CAN 10198-89-7, 180 mg, 0.8 mmol) and potassium carbonate (1.1 g, 8 mmol) in DMF (20 mL) was reacted for 24 h at 110 C. The reaction mixture was poured into water, and extracted with ethyl acetate (3¡Á50 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 4 g, 10% ethyl acetate in petroleum ether) to yield the title compound (0.048 g, 1.6 mmol, 41.4%) as yellow solid; MS (EI): m/e=291.0 [M+H]+.

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun; US2012/316147; (2012); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com