Tag: 1122-10-7

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2 Synthesis of 39-(3,4-dibromo-2,5-dioxopyrrolyl)-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontanoic acid A 100 mL two-necked round bottom flask was flame dried and cooled under nitrogen. The cooled flask was charged with 200 mg (0.296 mmol) of tert-butyl 39-hydroxy-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxanonatriacontanoate. Triphenylphosphine, 106 mg, was dissolved in about 5 mL anhydrous tetrahydrofuran in a vial, and the solution was added to the 100 mL flask via cannula under nitrogen. The 100 mL flask was cooled in an ice-water bath for 15 minutes. To the cooled solution was added 55 mg (0.217 mmol) 3,4-dibromopyrrole-2,5-dione with stirring until a clear solution was observed. DIAD, 58.3 muL, was added to the cooled reaction mixture, which was stirred in the ice bath for an additional 10 minutes. The reaction mixture was stirred and allowed to reach room temperature over about 20 hours, then concentrated on a rotary evaporator until dry, giving a yellow viscous oil, which was absorbed onto about 1 g silica gel and dry-loaded onto a Reveleris normal phase chromatography unit. The oil was eluted over a 12 g silica gel cartridge with a methanol:dichloromethane gradient from 1:0 to 9:1 over 28 column volumes. The fractions containing the desired product were pooled and concentrated to dryness. The purified product was suspended in 50:50 acetonitrile:water and lyophilized overnight to provide a clear light yellow viscous oil.

As the paragraph descriping shows that 1122-10-7 is playing an increasingly important role.

Reference£º
Patent; Igenica Biotherapeutics, Inc.; Jackson, David Y.; Ha, Edward; Probst, Gary D.; US2014/363454; (2014); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2,3-dibromomaleimide (510 mg, 2.0 mmol) in CH2Cl2 (20 mL) Et3N(277 ml, 2.0 mmol) was added, then cooled to 0 C and n-propylmercaptan(186 ml, 2.0 mmol) dissolved in CH2Cl2 (10 mL) wasadded dropwise under an argon atmosphere and stirred for 5 h. Thereaction mixture was concentrated, and the crude product waspurified by flash chromatography (hexanes:ethyl acetate 9:1) togive the desired intermediate (261 mg, 52%) as a yellow powder. Toa stirred solution of the intermediate (261 mg,1.04 mmol) in CH2Cl2(20 mL) Et3N (160ml, 1.1 mmol) and n-dodecyl-mercaptan (264 ml,1.1 mmol) were added under an argon atmosphere and stirred for30 min. The reaction mixture was concentrated, and the crudeproduct was purified by flash chromatography (hexanes:ethyl acetate 95:5) to give compound 9a (273 mg, 71%) as a yellowpowder. 1H NMR (400 MHz, CDCl3): d 7.60 (s, 1H, NH), 3.34e3.22(m, 4H, 2x S-CH2), 1.74e1.59 (m, 4H), 1.45e1.37 (m, 2H), 1.30e1.21(m, 16H), 1.03 (t, J 7.4 Hz, 3H), 0.88 (t, J 6.8 Hz, 3H). 13C NMR(101 MHz, CDCl3): d 166.61, 166.40, (2C, 2 x CO) 136.98, 136.71,(2C, 2 x C-S) 33.79, 32.04, 31.95, 30.59, 29.76, 29.69, 29.60, 29.48,29.24, 28.62, 24.03, 22.82, (13C, 13 x CH2) 14.26, 13.23. (2C, 2 x CH3).MS (MALDI-TOF): m/z calculated for C19H33NO2S2 Na [M Na]:394.18. Found: 394.25. Compound 9a was converted into Nethoxycarbonylcompound according to general method A. Thecrude compound 9bwas used in further steps without purification.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Sz?cs, Zsolt; Kelemen, Viktor; Le Thai, Son; Csavas, Magdolna; R?th, Erzsebet; Batta, Gyula; Stevaert, Annelies; Vanderlinden, Evelien; Naesens, Lieve; Herczegh, Pal; Borbas, Aniko; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1017 – 1030;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

A methanol solution (20 mL) of sodium acetate (360 mg,4.39 mmol) and propanethiol (304 mg, 4.00 mmol) was dropwisedinto a methanol solution (16 mL) of 2,3-dibromomaleimide (2.04 g,8 mmol)over 1 h. On completion of addition, the solution was stirredat room temperature for another 3 h. After that, the solutionwas concentrated and the crude product was purified by columnchromatography (SiO2, petroleum ether/ethyl acetate = 3/1) to producethe yellow solid product (520 mg) with a yield of 52%.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Long, Shiyu; Tang, Qingquan; Wu, Ying; Wang, Luoxin; Zhang, Ke; Chen, Yongming; Reactive and functional polymers; vol. 80; 1; (2014); p. 15 – 20;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

To 2.5 g of 3,4-dibromo-1H-pyrrole-2,5-dione (10 mmol) and 1 g of NMM in 60 mE of THF, MeOCOC1 (10 mmol, 940 mg in 10 ml DCM) was added dropwise, stirred for 20 mm, then the reaction solution was diluted with 60 mE of DCM, washed 3 time by water, the organic phase was stirred by sodium sulfate anhydrous, concentrated, 2.65 g of methyl 3,4-dibromo-2,5-dioxo-2H-pyrrole-1 (5H)-carboxy- late was obtained. To 311 mg, 1 mmol of this compound, 2-(2-azidoethoxy)ethanamine (130 mg, 1 mmol) and 5 mE DCM was added, TEC shown the reaction finished in 20 mm, then extracted by DCM and brine, washed by NH4C1 solution, dried on sodium sulfate anhydrous, and then concentrated for column purification, flashed by 2:1 hexane and ethyl ethylate, 230 mg of 1 -(2-(2-azidoethoxy)ethyl)-3,4- dibromo-1 H-pyrrole-2,5-dione obtained. ?HNMR: 3.32 ppm (t, J=5.0 Hz, 1H), 3.40 ppm (t, J=5.0 Hz, 1H), 3.50 ppm (q, J=5.0 Hz, 1H), 3.62 ppm (t, J=5.0 Hz, 1H), 3.63-3.69 ppm (m, 3H), 3.84 ppm (t, J=5 hz, 1H). Fw: 365.9, C8H8Br2N403 Mass Peaks (1:2:1): 366.9, 368.9, 370.9

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Sorrento Therapeutics, Inc.; Fu, Yanwen; Kaufmann, Gunnar F.; Patterson, James T.; (43 pag.)US2017/137539; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

Reference Example 49 Preparation of Bromo-dansyl-cystamine-maleimide A round bottomed flask was charged with di-dansyl cystamine (48 mg, 0.08 mmol), TCEP (23 mg, 1 eq), and MeOH (10 ml). The reaction mixture was stirred at ambient temperature under argon for 3 hrs. Dibromomaleimide (41 mg, 2 eq) in MeOH (10 ml), was added to the reaction mixture. After 16 hrs, the reaction mixture was concentrated in vacuo. The residue was worked up with DCM and brine. The organic layers were combined, dried (MgSO4) and purified by flash chromatography (silica gel, 0-15% EtOAC-DCM) to yield the desired compound (17 mg, 22%). 1HNMR (CDCl3, 600 MHz), delta8.5 (1H, d J 8.5 Hz aromatic H’s), delta8.2 (2H, m aromatic H’s), delta7.6 (1H, s CONH), delta7.53 (2H, m, aromatic H’s), delta7.15 (1H, d, J=7.4 Hz aromatic H’s), delta5.30 (1H, t, J 5.6 SO2NH), delta3.38 (2H, t, J 6.3 SCH2), delta3.26 (2H, q, J 6.3 NHCH2), delta2.88 (6H, s NCH3); 13CNMR (CDCl3, 150 MHz), delta165.5, 162.9, 152.2, 142.5, 134.5, 130.95, 129.94, 129.92, 129.5, 128.7, 123.3, 119.0, 118.5, 115.4, 45.5, 43.7, 30.5; IR (cm-1) 3295 (br) 1726 (s) MS (ES+) m/z relative intensity: 485 (M, 100); Exact mass calculated for [C18H19N3O4S2Br] requires m/z 484.0000. Found 783.9982.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; UCL Business Plc; Smith, Mark; Caddick, Stephen; Baker, James; Chudasama, Vijay; (80 pag.)US9295729; (2016); B2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

NaOAc (0.42 mL, 5.10 mmol) and thiophenol(0.91 mL, 9.02 mmol) were added to a stirred solutionof 3,4-dibromomaleimide (1.00 g, 3.92 mmol) in MeOH (40 mL). After 30 min of stirring at roomtemperature the mixture was concentrated to dryness and the crude residue waspurified by column chromatography (5% to 20% EtOAc/petrol) to yield the title compound as a yellow solid (0.90mg, 2.87 mmol, 73%). m.p. 108-110 C; nmax(cm-1) 3274, 1774, 1719, 1329,1042, 741; dH (CDCl3, 600MHz) 7.29 (2H, t, J = 7.2 Hz, ArH), 7.25 (4H, t, J = 7.2Hz, ArH), 7.19 (4H, d, J = 7.2 Hz, ArH); dC (CDCl3, 150 MHz) 166.3 (s), 136.7(s), 131.9 (d), 129.1 (d), 128.8 (s), 128.6 (d); HRMS (EI): Mass calculated for C16H10O2NS2312.0153, observed: 312.0153.

The synthetic route of 1122-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Castaneda, Lourdes; Wright, Zoe V.F.; Marculescu, Cristina; Tran, Trang M.; Chudasama, Vijay; Maruani, Antoine; Hull, Elizabeth A.; Nunes, Joao P.M.; Fitzmaurice, Richard J.; Smith, Mark E.B.; Jones, Lyn H.; Caddick, Stephen; Baker, James R.; Tetrahedron Letters; vol. 54; 27; (2013); p. 3493 – 3495;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 1-(2-(2-azidoethoxy)ethyl)-3,4-dibromo-1H-pyrrole-2,5-dione To 2.5 g of 3,4-dibromo-1H-pyrrole-2,5-dione (10 mmol) and 1 g of NMM in 60 mL of THF, MeOCOCl (10 mmol, 940 mg in 10 ml DCM) was added dropwise, stirred for 20 min, then the reaction solution was diluted with 6o mL of DCM, washed 3 time by water, the organic phase was stirred by sodium sulfate anhydrous, concentrated, 2.65 g of methyl 3,4-dibromo-2,5-dioxo-2H-pyrrole-1(5H)-carboxylate was obtained. 311 mg, 1 mmol of this compound, 2-(2-azidoethoxy)ethanamine (130 mg, 1 mmol) and 5 mL DCM was added, TLC shown the reaction finished in 20 min, then extracted by DCM and brine, washed by NH4Cl solution, dried on sodium sulfate anhydrous, and then concentrated for column purification, flashed by 2:1 hexane and ethyl ethylate, 230 mg of 1-(2-(2-azidoethoxy)ethyl)-3,4-dibromo-1H-pyrrole-2,5-dione obtained. 1HNMR: 3.32 ppm (t, J=5.0 Hz, 1H), 3.40 ppm (t, J=5.0 Hz, 1H), 3.50 ppm (q, J=5.0 Hz, 1H), 3.62 ppm (t, J=5.0 Hz, 1H), 3.63-3.69 ppm (m, 3H), 3.84 ppm (t, J=5 hz, 1H). Fw: 365.9, C8H8Br2N4O3; Mass Peaks (1:2:1): 366.9, 368.9, 370.9.

As the paragraph descriping shows that 1122-10-7 is playing an increasingly important role.

Reference£º
Patent; Sorrento Therapeutics, Inc.; Fu, Yanwen; Kaufmann, Gunnar F.; Jones, Bryan; Toughiri, Rahaleh; (27 pag.)US2016/326266; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

Ac-Arg-Arg-Arg-Arg-Cys-Pro-Leu-Tyr-Ile-Ser-Tyr-Asp-Pro-Val-Cys-Arg-Arg-Arg-Arg-NH2 (2 mg) was dissolved in Dulbecco’s phosphate buffered saline (5 mL, without Ca, Mg) and acetonitrile (5 mL). 3,4-dibromomaleimide (0.2 mg, 1 eq.) was added to the solution, and the mixture was stirred for 1 h at room temperature. To the resulting mixture was added H2O (10 mL) and the solution was filtered and applied to the preparative HPLC, and linear density gradient elution (60 min) was then performed with eluents A/B: 75:25-65:35 using eluent A: 0.1% TFA in water and eluent B: 0.1% TFA-containing acetonitrile on preparative HPLC using YMC-Actus Triart Prep C8-S S-10mum 20 nm column (30 ¡Á 250 mm); flow rate: 15 mL/min. The fractions containing the product were collected and lyophilized to give 1.6 mg of peptide 15 as a yellow powder; mass spectrum: (M + H)+ 2655.54 (calcd 2655.38). Elution time on RP-HPLC: 8.05 min. Elution conditions: YMC Triart C8 column (4.6 ¡Á 100 mm), linear density gradient elution with eluents A/B = 80/20-30/70 (25 min), using 0.1% TFA in water as eluent A and 0.1% TFA-containing acetonitrile as eluent B; flow rate: 1 mL/min.

The synthetic route of 1122-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Niida, Ayumu; Sasaki, Shigekazu; Yonemori, Kazuko; Sameshima, Tomoya; Yaguchi, Masahiro; Asami, Taiji; Sakamoto, Kotaro; Kamaura, Masahiro; Bioorganic and Medicinal Chemistry Letters; vol. 27; 12; (2017); p. 2757 – 2761;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 2,3-dibromomaleimide23 (1.0 mmol) in CH2Cl2 (20ml) Et3N (2.0mmol) and thiol (2.1mmol) were added under argon atmosphere and stirred for 3 h at room temperature. The reaction mixture was evaporated,and the crude product was purified by flash chromatography to give the desired compound.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Csavas, Magdolna; Miskovics, Adrienn; Szcs, Zsolt; Rth, Erzsebet; Nagy, Zsolt L; Bereczki, Ilona; Herczeg, Mihaly; Batta, Gyula; Nemes-Nikodem, Eva; Ostorhazi, Eszter; Rozgonyi, Ferenc; Borbas, Aniko; Herczegh, Pal; Journal of Antibiotics; vol. 68; 9; (2015); p. 579 – 585;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 2,3-dibromomaleimide23 (1.0 mmol) in CH2Cl2 (20ml) Et3N (2.0mmol) and thiol (2.1mmol) were added under argon atmosphere and stirred for 3 h at room temperature. The reaction mixture was evaporated,and the crude product was purified by flash chromatography to give the desired compound.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Csavas, Magdolna; Miskovics, Adrienn; Szcs, Zsolt; Rth, Erzsebet; Nagy, Zsolt L; Bereczki, Ilona; Herczeg, Mihaly; Batta, Gyula; Nemes-Nikodem, Eva; Ostorhazi, Eszter; Rozgonyi, Ferenc; Borbas, Aniko; Herczegh, Pal; Journal of Antibiotics; vol. 68; 9; (2015); p. 579 – 585;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem