Category: pyrrolines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

For synthesis of intermediate 1, 398 mg (1.875 mmol) of (E)-4,4?-(diazene-1,2-diyl)dianiline and 726.8 mg (4.7 mmol, 2.5 eq) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid were solubilized in a mixture of anhydrousDMF/acetonitrile. We then added 1.108 g (4.7 mmol, 2.5 eq) ofHATU and 0.65 mL of anhydrous triethylamine (4.7 mmol, 2.5 eq). Themixture was agitated at room temperature for 20 h. After extraction(NaHCO3, 3¡Á ethyl acetate), the crude product was washed with acetone.The supernatant was purified by flash-column chromatography (silica)with ethyl acetate and heptane (60:40). An orange product was obtained(compound 1, 51% yield): NMR 1H (acetone-d6):delta (ppm), 9.66 (1H, s), 7.78(2H, d, J = 9.3 Hz), 7.76 (2H, d, J = 9.3 Hz), 7.71 (2H, d, J = 8.9 Hz), 7.01 (2H,s), 6.78 (2H, d, J = 8.9 Hz), and 4.41 (2H, s); NMR 13C (DMSO-d6):delta (ppm),170.64, 165.11, 152.47, 139.70, 138.55, 136.20, 134.95, 128.15, 125.90,123.50, 122.23, 118.86, 112.85, 112.52, 68.49, 55.81, 32.08, and 29.58.For synthesis of MAM-2, 200 mg (0.5725 mmol) of intermediate 1 wasmixed with 112.3 mg (1.145 mmol, 2 eq) of maleic anhydride and heatedunder microwave conditions (110 C, 90 min) in acetone. The obtainedprecipitate was filtered and resuspended in acetone and then heated 5 minat 60 C with 0.12 mL of triethylamine (0.8588 mmol, 1.5 eq). We then added0.54 mL of acetic anhydride (5.725 mmol, 10 eq) with a catalytic amount ofmanganese acetate (III), and the mixture was heated under microwaveconditions (90 min, 110 C). After addition of water and filtration, 46.1 mg ofMAM-2 was obtained (19% yield): NMR 1H (DMSO-d6):delta (ppm), 10.66 (1H, s),7.97 (2H, d, J = 8.8 Hz), 7.92 (2H, d, J = 8.8 Hz), 7.79 (2H, d, J = 8.8 Hz), 7.58(2H, d, J = 8.8 Hz), 7.23 (2H, s), 7.16 (2H, s), and 4.34 (2H, s); NMR 13C (acetone-d6):delta (ppm), 171.30, 170.38, 166.17, 152.11, 149.51, 142.76, 135.71,135.60, 135.25, 127.78, 124.83, 123.80, 120.53, and 41.46; (ESI-HMRS):(m/z,[M+H]+), 429.1073 calculated for C22H15N5O5+; found, 429.1069.

25021-08-3, 25021-08-3 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Harkat, Mahboubi; Peverini, Laurie; Cerdan, Adrien H.; Dunning, Kate; Beudez, Juline; Martz, Adeline; Calimet, Nicolas; Specht, Alexandre; Cecchini, Marco; Chataigneau, Thierry; Grutter, Thomas; Proceedings of the National Academy of Sciences of the United States of America; vol. 114; 19; (2017); p. E3786 – E3795;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

541-59-3, Maleimide is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

541-59-3, Step 1: Preparation of 3-(4-bromophenyl)-1H-pyrrole-2,5-dioneA solution of hydrochloric acid (37percent, 13 mL) in water (5.5 mL) was added to 4-bromoaniline (7.48 g, 43.52 mmol) at r.t. with vigorous stirring and the formed precipitate was allowed to stir for 30 min. The reaction mixture was cooled to 0¡ã C. and a solution of sodium nitrite (3.30 g, 47.87 mmol) in water (9 mL) was added dropwise. At the end of diazotization, a clear yellow solution was obtained. Maleimide (8.45 g, 87.05 mmol) in acetone (35 mL) was added dropwise at 0¡ã C. and then the pH of the solution was adjusted to 3-3.5 by adding sodium acetate. CuCl2 (0.88 g, 6.57 mmol) was added to the vigorously stirred mixture. The reaction mixture was stirred at 0¡ã C. for 1 h and overnight at r.t. After completion of the reaction as confirmed by TLC, solvents were removed in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 4:6 EtOAc:Pet. ether) to afford the title compound as a yellow solid (5.8 g, 57percent).ESIMS (m/z): 252.3 (M+1)

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

Reference£º
Patent; PANACEA BIOTEC LTD.; US2012/165320; (2012); 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.

To a suspension of the free thiol, 4a (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2- aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, compound D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + 1)+.

134272-64-3, 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.

6913-92-4, Cycloaddition of cyanonitrone 10 on 2 in order to obtain the heterobicycle 11: Cyanonitrone 10 (550 mg, 3.44 mmol) and benzyl-3-pyrroline 2 (13 ml, 6.83 mmol) are dissolved in toluene (4 ml) and stirred for 2 h at 80 C. under microwave irradiation (display temperature: 80 C.). The solvent is then evaporated before purification and separation on a silica column (eluent: AcOEt/toluene 1/10) of a regioisomer (60 mg, 6%) in order to obtain the expected racemic cycloadduct 11 (500 mg, 45%). Aspect: yellow oil. Rf=0.4 (EtOAc/toluene 1/4). 1H NMR (400 MHz, 60 C., toluene-D8): delta 7.3-7.0 (m, 10H), 4.28 (ddd, 1H, J=3.4 Hz, J=6.0 Hz, J=7.5 Hz, H-4), 4.17 (d, 1H, J=13.4 Hz, H-9), 3.81 (d, 1H, J=13.4 Hz, H-9?), 3.30 (d, 1H, J=13.1 Hz, H-8), 3.23 (d, 1H, J=13.1 Hz, H-8?), 3.06 (d, 1H, J=3.6 Hz, H-6), 2.79 (ddd, 1H, J=3.8 Hz, J=7.9 Hz, J=11.6 Hz, H-3), 2.47 (ddd, 1H, J=3.0 Hz, J=10.0 Hz, H-5), 2.24 (br m, 1H, H-5?), 2.16 (br m, 1H, H-2), 2.07 (br m, 1H, H-2?) ppm. 13C NMR (100 MHz, 60 C., toluene-D8): delta 139.3, 136.7, 129.7, 129.7, 129.0, 129.0, 128.8, 128.8, 128.8, 128.8, 128.1, 127.6, 116.5 (C-7), 81.4 C-4), 59.5 (C-8), 59.3 (3C, C-5, C-6, C-9), 57.0 (C-2), 53.0 (C-3) ppm. HRMS: m/z calcul. for C20H22N3O [M+H]+: 320.1757. found: 320.1767.

As the paragraph descriping shows that 6913-92-4 is playing an increasingly important role.

Reference£º
Patent; Praly, Jean-Pierre; Aouadi, Kaiss; Cecioni, Samy; Denoroy, Luc; Parrot, Sandrine; US2015/175537; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

EXAMPLE 2 (Z)-4-methoxy-5-(cyclohexylmethylene)-3-pyrrolin-2-one (IV, R2 =H, R3 =Me, R4 =cyclohexyl) 23.9 g of 4-methoxy-3-pyrrolin-2-one (94.6 percent) in 1360 ml of 4 n sodium hydroxide solution and 27.5 g of cyclohexanecarbaldehyde (90 to 95 percent) in 330 ml of methanol were reacted as described in Example 1. Data for the product was: Yield: 39.8 g (96.1 percent) Melting point: 134¡ã to 136¡ã C., colorless crystals 1 H-NMR: delta=9.07 (br.s, 1H), 5.32 (d, 1H), 5.14 (d, 1H), 3.83 (s, 3H), 2.40 (m, 1H), 1.09-1.81 (m, 10H)

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

Reference£º
Patent; Lonza, Ltd.; US4983743; (1991); A;,
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.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,as a common compound, the synthetic route is as follows.

EDCI.HCI (56 mg, 0.29 mmol, 3 eq.) was added to a stirred solution of bis-amine (9) (0.123 g, 98 IJmol, 1.0 eq.) and MaldPEGOH (0.128 g, 0.22 mmol, 2.2 eq.) in CHCb (15 ml). 15 The reaction mixture was stirred at room temperature for 30 min then diluted with CHCb (50 ml) washed with H20 (1 00 ml), saturated brine (1 00 ml), dried (MgS04) and evaporated under reduced pressure. Purification by preparative HPLC followed by lyophilisation gave the product as a white foam (0.047 g, 20%). Analytical Data: LC/MS, RT 6.61 min; MS (ES+) m/z (relative intensity) 1205 ([M + 2Ht¡¤, 55).

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

Reference£º
Patent; MEDIMMUNE LIMITED; DIMASI, Nazzareno; HOWARD, Philip Wilson; MASTERSON, Luke; TIBERGHIEN, Arnaud Charles; VIJAYAKRISHNAN, Balakumar; WHITE, Jason; (135 pag.)WO2019/34764; (2019); 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.

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., 1122-10-7

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

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

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

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

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

17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 8.68 g (0.04 mol) of acid 1a, 9.52 g (0.08 mol) of thionyl chloride, 5 drops ofDMF, and 150 mL of benzene was heated for 2 h underreflux. The slightly turbid solution was filtered whilehot through a folded filter paper, and the light yellow filtrate was evaporated under reduced pressure (waterjetpump) on heating on a water bath. Yield 8.03 g(85%), 17057-04-4

17057-04-4 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Kolyamshin; Kuz’min; Ignat’ev; Rogozhina; Kol’tsov; Russian Journal of Organic Chemistry; vol. 51; 6; (2015); p. 901 – 902; Zh. Org. Khim.; vol. 51; 6; (2015); p. 917 – 918,2;,
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, 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