Category: pyrrolines

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

(Indolin-3-yl)ethanole 2a (1.700 g, 10.4 mmol) and Et(iPr)2N(3.5 mL, 20 mmol) were added to solution of 3,4-dibrommalemide 1 (2.540 g, 10 mmol) in dry DMF (5 mL). The reaction mixture was left to stir overnight at 50 C. The cooled to rt reaction mixture was diluted with EtOAc (100 mL), washed with water (200 mL), brine (50 mL), dried, and evaporated. The residue was chromatographed (33.3% EtOAc/petroleum ether) to give 4a as a red amorphous solid (2.642 g, 7.8 mmol, 80%); mp 137-139 C; Rf (50% EtOAc/petroleumether) 0.35; vmax 1767, 1715, 1624, 1591 cm-1; deltaH (400 MHz, DMSO-d6): 1.60-1.69 (2H, m), 1.89-1.97 (2H, m), 3.52-3.55 (2H, m),4.00-4.05 (1H, m), 4.37-4.42 (1H, m), 6.95 (1H, d, J 8.0 Hz), 6.99(1H, t, J 7.5 Hz), 7.16 (1H, t, J 7.6 Hz), 7.25 (1H, d, J 7.5 Hz), 11.02 (1H,s); deltaC (100 MHz, DMSO-d6): 36.5, 38.3, 58.7, 59.5, 91.0 (q), 115.8,122.8, 123.9, 126.3, 136.4 (q), 141.7 (q), 142.0 (q), 166.8 (C=O), 167.1(C=O); HRMS [MNa]+, found: 358.9987, [C14H13BrN2O3Na] requires 359.0007.

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

Reference£º
Article; Simonov, Alexander Y.; Bykov, Evgeny E.; Lakatosh, Sergey A.; Luzikov, Yury N.; Korolev, Alexander M.; Reznikova, Marina I.; Preobrazhenskaya, Maria N.; Tetrahedron; vol. 70; 3; (2014); p. 625 – 630;,
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.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

General procedure: Equimolar quantities of maleimide (2) and nitrones (5a-k and 6a-k) were refluxed in toluene (20 ml) and ethyl alcohol (5 ml) for 8-10 h (TLC monitoring using petroleum ether and hexane 1:1) followed by cooling with addition of dry ether. The products (7a-k and 8a-k) were separated out after filtration and recrystallized from toluene and petroleum ether mixture (1:1) to yield cis-isomers (7aa-7ka and 8aa-8ka). The mother liquor on further work up provided trans-isomers which were recrystallized from ethanol and diethyl ether mixture (1:1) (7aa’-7ka’ and 8aa’-8ka’) (Fig. 3).7 These stereoisomers were characterized by their 1H NMR, IR and mass spectra in addition to their melting points and elementary analysis. These stereoisomers have identical IR spectra and elemental analysis but differ in their melting points, 1H NMR and mass spectra., 17057-04-4

As the paragraph descriping shows that 17057-04-4 is playing an increasingly important role.

Reference£º
Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
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

Example 12 Preparation of Di-dansyl-cystamine-maleimide A round bottomed flask was charged with di-dansyl cystamine (100 mg, 0.16 mmol), TCEP (46 mg, 1 eq) and MeOH (10 ml). The reaction mixture was stirred at ambient temperature under argon for 3 hrs. Dibromomaleimide (36 mg, 0.9 eq), in MeOH (5 ml) was then added to the reaction mixture. After 30 mins NaOAc (56 mg, 4 eq), was added to the reaction mixture and the solvent evaporated in vacuo. The residue was worked up with DCM and brine. The organic layers were combined, dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-20% EtOAc-DCM) afforded the desired compound as a yellow gum (40 mg, 40%). 1HNMR (CDCl3, 600 MHz), delta8.5 (2H, d J 8.5 Hz aromatic H’s), delta8.2 (4H, m aromatic H’s), delta7.53 (1H, s CONH), delta7.46 (4H, m, aromatic H’s), delta7.1 (2H, d, J=7.4 Hz aromatic H’s), delta5.65 (2H, t, J 6.27 SO2NH), delta3.3 (4H, t, J 6.0 SCH2), delta3.17 (4H, q, J 6.0 NHCH2), delta2.8 (12H, s NCH3); 13CNMR (CDCl3, 150 MHz), 6165.9, 152.0, 136.5, 134.7, 130.7, 129.94, 129.85, 129.62, 129.57, 128.63, 123.3, 118.8, 115.4, 45.5, 43.6, 31.8; IR (cm-1) 3288 (br) 1720 (s) MS (Na+) m/z relative intensity: 736 (M, 100); Exact mass calculated for [C32H35N5O6NaS4] requires m/z 736.1368. Found 736.1390 (Na+)., 1122-10-7

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

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

6913-92-4, 1-Benzyl-3-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6913-92-4, Example 26 Preparation of 5-[5-Fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (1-benzyl-4-hydroxy-pyrrolidin-3-yl)-amide Preparation of 4-Amino-1-benzyl-pyrrolidin-3-ol Step 1: To an ice-cooled solution of 26a (4.77 g, 30 mmol), 98% H2SO4 (1.95 mL), H2O (4.5 mL) and acetone (30 mL) was added 85% mCPBA (7.91 g, 39 mmol) with stirring. The mixture was allowed to react for 48 hrs at r.t. Acetone was evaporated and the mixture was neutralized with 1N aq. NaOH and extracted with toluene. The organic phase was dried over anhy. MgSO4 and evaporated. The residue was purified by column chromatography (EA:PE=1:4) to provide 26b (2.0 g, 38%).

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

Reference£º
Patent; Xcovery, Inc.; US2009/76005; (2009); 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.55750-49-7,Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-49-7, A solution of 62 (2.12 g, 5.4 minol), acetic acid (1.5 mL) and palladium-on-carbon (0.2 g,10% w/w) in methanol (30 mL) was stirred at room temperature under a hydrogenatmosphere for 90 minutes. The mixture was then filtered through Celite and the solution concentrated in vacuo to afford a yellow oil, which was used without further purification. To the crude oil was added a mixture of 45 (1.36 g, 8.1 minol) in saturated aqueous sodium bicarbonate (50 mL) at 0 C, and the mixture stirred at 0 C for 10 minutes. Acetonitrile (25mL) was then added and the mixture stirred at room temperature for 90 min. The mixture was then extracted with dichloromethane (3 x), the combined organic layers dried over anhydrous magnesium sulfate, filtered and the solution concentrated in vacuo. Purification by column chromatography (EtOAc/hexanes, 1:2) afforded the title compound 63 (1.43 g, 78%) as a yellow oil. [aID237 = + 11.1 (c 1.00 in CHCI3); 1H NMR (400 MHz, CDCI3) oe 1.31-1.38 (2H, m, H-4?), 1.44 (9H, s, Boc), 1.59-1.67 (3H, m, Hb-3?, H-5?), 1.79-1.83 (1H, m,Ha3?), 3.51 (2H, t, J = 7.2 Hz, H-6?), 3.74 (3H, s, OMe), 4.27 (1H, m, H-2?), 5.08 (1H, d, J= 7.9 Hz, NH), 6.70 (2H, s, H-3, H-4); 13C NMR (100 MHz, CDCI3) oe 22.4 (CH2, C-4?), 28.0(CH2, C-5?), 28.3 (3 x CH3, Boc), 32.1 (CH2, C-3?), 37.3 (CH, C-6?), 52.2 (CH3, OMe), 53.2(CH, C-2?), 79.8 (C, Boc), 134.1 (2 x CH, C-3, C-4), 155.3 (C, Boc), 170.7 (2 x C, C-2, C-5), 173.1 (C, C-i?); vmax (cm1) 3374, 2952, 1698, 1365, 1160, 828, 694; HRMS-ESI[M+Na] Calcd. for C16H24N2O6Na 363.1527, found 363.1528.

As the paragraph descriping shows that 55750-49-7 is playing an increasingly important role.

Reference£º
Patent; SAMMUT, Ivan Andrew; HARRISON, Joanne Clare; HEWITT, Russell James; READ, Morgayn Iona; STANLEY, Nathan John; WOODS, Laura Molly; KUEH, Jui Thiang Brian; JAY-SMITH, Morgan; SMITH, Robin Andrew James; GILES, Gregory; LARSEN, Lesley; RENNISON, David; BRIMBLE, Margaret Anne; LARSEN, David Samuel; (209 pag.)WO2017/95237; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1 mmol of doxorubicin, 3 mmol of 6-maleimidocaproyl hydrazide trifluoroacetate, mix 20mL of methanol and 0.01mL of trifluoroacetic acid, in the dark,The nucleophilic addition reaction was carried out at 20 C for 24 h; the obtained system was mixed with ethanol, and then subjected to precipitation and ultrafiltration centrifugation, and the obtained concentrated material was lyophilized. Obtaining maleimide functionalized doxorubicin; 1 mmol of KLAK peptide with a cysteine at the N-terminus, 15 mmol of tris(2-carbonylethyl)phosphoric acid hydrochloride and 10 mL of phosphate buffer solution (concentration: 20 mmol/L, pH 7.4) were mixed, and stirred at 25 C for 1 h; Then add 3 mmol of maleimide functionalized doxorubicin, adding reaction under stirring at 25 C for 2 h; the obtained system was allowed to stand at 4 C for 22 h, and then subjected to ultrafiltration centrifugation. The resulting concentrated material is lyophilized, an anti-tumor peptide-doxorubicin derivative is obtained., 151038-94-7

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 fields.

Reference£º
Patent; Beihua University; Guan Xingang; Xia Wei; Chen Li; (11 pag.)CN109675051; (2019); 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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

To a solution of DBM (3.00 g, 11.7 mmol) and NMM (1.30 mL,11.7 mmol) in THF (135 mL), MCF (0.90 mL, 11.7 mmol) was added and the mixture was stirred for 1 h at room temperature. The solvent was removed in vacuo, and then DCM (100 mL) was added. The organic phase was sequentially washed with water and brine, and then dried over anhydrous MgSO4. After filtration, the solvent was removed in vacuo to generate the intermediate 1 as a pink powder in quantitative yield. The compound 1 was directly subjected to the next synthetic step without further purification., 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 fields.

Reference£º
Article; Li, Zi-Long; Sun, Linhao; Ma, Jimei; Zeng, Zhen; Jiang, Hong; Polymer; vol. 84; (2016); p. 336 – 342;,
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.

541-59-3, Preparation 1: 3-(4-bromophenyl)-1H-pyrrole-2,5-dione (P1) A solution of hydrochloric acid (37percent, 27 ml.) in water (11 ml_) was added to 4-bromo aniline (15 g) at room temperature with vigorous stirring and the formed precipitate was allowed to stir for further 30 minutes. Temperature was reduced to 0 0C and a solution of sodium nitrite (6.60 g) in water (17 ml_) was added dropwise to the stirred suspension. At the end of diazotisation, a clear yellow solution was obtained. Maleimide (16.90 g) in acetone (70 mL) was added dropwise at 0 0C and then the pH of the solution was adjusted to 3-3.5 by adding sodium acetate. Copper (II) chloride (1.76 g) was added to the vigorously stirred mixture. The reaction mixture was allowed to stir at 0 0C for 1 h and overnight at room temperature. Acetone was removed in vacuo, the residue was filtered and dried overnight in vacuo to give the crude title compound (14.12 g) which was used without further purification.MS (mlz): 251 [M-H]”.

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22935; (2007); 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.

Dibromomaleimide 1a, 2.0 g (7.84 mmol), was dissolved in 15 mL of anhydrous DMF, and 0.9 mL (9.51 mmol) of 4-fluoroaniline and 2 mL (11.5 mmol) of DIPEA were added. The mixture was stirred for 24 h at 50C and poured into a mixture of water and ethyl acetate. The organic layer was separated, washed with dilute aqueous HCl, and evaporated under reduced pressure, and the residue was purified by column chromatography using petroleum ether-ethyl acetate (5 : 1) as eluent. Yield 503 mg (22%), pale yellow crystals, mp 208-210C; HPLC: tau = 11.09 min, 96%. 1H NMR spectrum, delta, ppm: 7.15-7.23 m (4H), 9.60 s (1H, 4-NH), 10.96 s (1H, N1H). 13C NMR spectrum, deltaC, ppm: 80.39, 114.83 d (J = 22.8 Hz), 126.64 d (J = 8.5 Hz), 132.89, 141.73, 159.63 d (J = 242.0 Hz), 167.04, 168.4. Mass spectrum: m/z 284.9703 [M + H]+. C10H6BrFN2O2. Calculated: M + H 284.9669.

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; Panov; Simonov, A. Yu.; Korolev; Russian Journal of Organic Chemistry; vol. 55; 12; (2019); p. 1847 – 1852; Zh. Org. Khim.; vol. 55; 12; (2019); p. 1850 – 1856,7;,
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 a stirred solution of 2,3-dibromomaleimide 3 [32] (255 mg, 1.0 mmol) in CH2Cl2 (20 mL)Et3N (279mL, 2.0 mmol) and n-butyl-mercaptan (226 ml, 2.1 mmol)were added under an argon atmosphere and stirred for 3 h at roomtemperature. The reaction mixture was evaporated, and the crudeproduct was purified by flash chromatography (hexanes:acetone 9:1) to give the desired compound 5a (243 mg, 89%)as a yellow powder. 1H NMR (400 MHz, CDCl3): d 8.07 (s, 1H, NH),3.29 (t, J 7.3 Hz, 4H, 2 x S-CH2), 1.69e1.58 (m, 4H), 1.52e1.35 (m,4H), 0.93 (t, J 7.3 Hz, 6H, 2 x CH3). 13C NMR (101 MHz, CDCl3):d 166.7 (2C, 2x CO); 136.8 (CC); 32.6, 31.6, 21.7 (6C, 6x CH2); 13.7(2C, 2x CH3). MS (ESI): m/z calculated for C12H19NO2S2 Na[M Na]: 296.075. Found: 296.073.

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

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