Category: pyrrolines

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

1334177-86-4, 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The imine 17 (92 mg, 0.1 mmol, 1.1 equiv.) was dissolved in CHCI3 (6 ml.) with one drop of anhydrous MeOH to aid dissolution. Maleimide-PEG8-acid (53 mg, 0.09 mmol, 1 equiv.) was added followed by EEDQ (33 mg, 0.14 mmol, 1 .5 equiv.). This was left to stir vigorously at room temperature under Ar for 4 days until LC/MS analysis showed majority product formation. The solvent was removed in vacuo and the crude product was partially purified by silica gel column chromatography (CHCI3 with 1 % to 10% MeOH gradient) yielding 18 (81 mg). The material was purified further by preparative HPLC (method 2) to give 18 as a yellow solid (26.3 mg, 18%). Fast Formic run: LC/MS (method 3)(1 .39 min (ES+) m/z (relative intensity) 1485.00 ([M + H]+., 64).

As the paragraph descriping shows that 1334177-86-4 is playing an increasingly important role.

Reference£º
Patent; SPIROGEN SARL; HOWARD, Philip Wilson; WO2014/57072; (2014); 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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

NHS ester 5a (8.2 mg, 7.6 muiotaetaomicron) and l-(2-aminoethyl)- lH-pyrrole-2,5-dione hydrochloride (2.2 mg, 0.011 mmol) were dissolved in anhydrous dichloromethane (305 ) at room temperature. DIPEA (2.66 mu, 0.015mmol) was added and the reaction and was stirred for 3.5 hours. The reaction mixture was concentrated and was purified by RPHPLC (CI 8 column, CH3CN/H2O, gradient, 35% to 55%). The desired product fractions were frozen and lyophilized to give maleimide, compound D5 as a solid white powder (5.3 mg, 58% yield). LCMS = 5.11 min (8 min method). MS (m/z): 1100.6 (M + 1)+.

134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; IMMUNOGEN, INC.; YODER, Nicholas, C.; BAI, Chen; MILLER, Michael, Louis; (179 pag.)WO2017/4025; (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.6913-92-4,1-Benzyl-3-pyrroline,as a common compound, the synthetic route is as follows.

Preparation of the Compound I.1: (alphaS,3R,4S) 4-hydroxy alpha-amino acetic 3-pyrrolidine acid or (alphaS,3R,4S) alpha-amino-(4-hydroxy-pyrrolidin-3-yl)acetic acid Cycloaddition of the nitrone 1 (corresponding to the compounds of formula (III)) on commercial N-Bn-3-pyrroline 2 (corresponding to the compounds of formula (IV)): synthesis of 3 (corresponding to the compounds of formula (II)): The nitrone 1 (392 mg, 1.64 mmol) [24, 25] and commercial N-Bn-3-pyrroline 2 in excess (314 mg, 1.97 mmol, 1.2 equiv.) are introduced into a flask adapted to a Biotage Initiator microwave reactor. After having filled the flask with argon, 2.5 ml of anhydrous toluene are poured therein. The flask, sealed with a septum and mounted in the microwave apparatus is irradiated with the instruction of maintaining a temperature of 140 C. for 2 h in order to totally convert the nitrone 1. Once the flask is cooled, the reaction crude product is concentrated and then purified by flash chromatography on a silica column (ethyl acetate) in order to lead to the cycloadduct 3 (625 mg, 1.57 mmol) with a yield of 96% and total stereoselectivity (the reaction was conducted on a scale of 5 grams with similar results). Single crystals of the compound 3 were obtained from a diethyl ether solution saturated with 3, left in the cold (freezer). Rf=0.48 (EtOAc). [alpha]D=+40.4 (c 1.1, CH2Cl2). 1H NMR (400 MHz, CDCl3): delta 7.37-7.20 (m, 5H, CH-ar), 4.59 (td, J=7.0 Hz, J=3.0 Hz, 1H, H-4), 3.71-3.49 (m, 3H, NCH2Ph, H-6), 3.42 (dd, J=10.3 Hz, J=6.6 Hz, 1H, H-3), 2.78 (dd, J=10.3 Hz, J=3.0 Hz, 1H, H-5), 2.75-2.69 (m, 4H, NCH3, H-2), 2.65 (dd, J=9.4 Hz, J=3.7 Hz, 1H, H-2′, 2.58 (dd, J=9.9 Hz, J=6.6 Hz, 1H, H-5′, 2.14-2.08 (m, 1H, H-9), 2.00 (dtt, J=12.9 Hz, J=6.5 Hz, J=3.3 Hz, 1H, H-10), 1.90-1.78 (m, 2H, H-11, H-12), 1.68-1.59 (m, 1H, H-12′), 1.48 (dt, J=13.5 Hz, J=6.7 Hz, 1H, H-15), 1.38 (dd, J=12.1 Hz, J=3.2 Hz, 1H, H-13), 1.18 (t, J=12.3 Hz, 1H, H-9′), 0.95-0.85 (m, 10H, H-11′, H-14, H-16) ppm. 13C NMR (100 MHz, CDCl3): delta 172.8 (C=O), 138.9 (CIV-ar), 128.6 (CH-ar), 128.3 (CH-ar), 127.1 (CH-ar), 88.0 (C-8), 79.6 (C-4), 71.9 (C-6), 59.6 (NCH2Ph), 59.4 (C-5), 59.3 (C-2), 49.1 (C-3), 48.2 (C-13), 41.0 (C-9), 35.0 (C-11), 29.0 (C-10), 25.9 (NCH3), 24.5 (C-15), 24.2 (CH3), 22.6 (C-12), 22.4 (CH3), 18.7 (CH3) ppm. HR-ESI-QToF MS (positive method): m/z calcul. for C24H36N3O2 [M+H]+ 398.2802. found 398.2806.

6913-92-4 1-Benzyl-3-pyrroline 561506, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Praly, Jean-Pierre; Aouadi, Kaiss; Cecioni, Samy; Denoroy, Luc; Parrot, Sandrine; US2015/175537; (2015); 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.

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.151038-94-7,6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate,as a common compound, the synthetic route is as follows.

[00393] A solution of FK506 (1) (0.1 g, 124.4 mumol), 6-maleiimidocaproic hydrazide trifluoroacetate (2) (0.126 g, 373.2 mumol) and trifluoroacetic acid (catalytic, 1 muL) in anhydrous methanol (5 mL) was stirred at room temperature for 36 h. The reaction was monitored by thin layer chromatography that showed almost complete disappearance of the starting material. [TLC solvent system-dichloromethane (95): methanol (5), Rf=0.3]. The reaction mixture was concentrated to dryness and dissolved in ethyl acetate (20 mL). The organic layer was washed with water and 10% sodium bicarbonate solution and then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography using dichloromethane (96): methanol (4) as eluent to give the hydrazone 3 (0.116 g, 92%).

151038-94-7 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate 23509306, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; CellGate, Inc.; US6669951; (2003); 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.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

General procedure: To a solution of N-R-maleimide (10 mmol) in CCl4 (15 mL) was added dropwise a solution of Br2 (0.57 mL, 11 mmol) in CCl4 (10mL) at rt After the addition is completed, the reaction mixture was refluxed for 1 h and then cooled to room temperature. The solvent was evaporated in vacuo to give the crude trans-2,3-Dibromo-N-R-succinimide as pale-yellow solid. The crude succinimide was dissolved in THF (30 mL) and triethylamine (1.40 mL, 11 mmol) in THF (5 mL) was added dropwise at 0 oC.The resulting mixture was allowed to warm to room temperature and stirred for two h before concentrated in vacuo. The residue was dissolved in EtOAc and washed with H2O and brine. The organic layer was dried with anhydrous Na2SO4 and evaporated in vacuo to give bromo-N-R-maleimide (1)as pale-yellow solid with good yields.

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Article; Li, Xiangmin; Li, Hongxian; Yang, Wei; Zhuang, Jinchen; Li, Hao; Wang, Wei; Tetrahedron Letters; vol. 57; 24; (2016); p. 2660 – 2663;,
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.

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