Category: pyrrolines

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.

(0432) NHS ester 1a (8.2 mg, 7.6 mumol) (prepared according to procedures described in US 2016/0082114, incorporated herein by reference) and 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (2.2 mg, 0.011 mmol) were dissolved in anhydrous dichloromethane (305 muL) at room temperature. DIPEA (2.66 muL, 0.015 mmol) was added and the reaction and was stirred for 3.5 hours. The reaction mixture was concentrated and was purified by RPHPLC (C18 column, CH3CN/H2O, gradient, 35% to 55%). The desired product fractions were frozen and lyophilized to give maleimide, compound D1 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, As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; Hilderbrand, Scott A.; Hutchins, Benjamin M.; (94 pag.)US2018/208562; (2018); 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

Procedure: Bromine (0.20 ml, 3.88 mmol) was added to a solution of 1 – (2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4- azahentriacontan-31 -oic acid (1000 mg, 1 .69 mmol) in methylene chloride (17 ml). After stirring for 14 h, the solution was cooled to -10C in an ice/brine bath and diisopropylethylamine (1 .5 ml, 8.61 mmol) was slowly added dropwise. After stirring for an additional 24 h, during which time the solution warmed to ambient temperature, the solution was concentrated under reduced pressure to afford crude 1 -(3-bromo- 2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4- azahentriacontan-31 -oic acid. UPLC/MS 1 .18 min (5-95% acetonitrile/water + 0.1 % formic acid over 2 min, hold at 95% for 0.5 min, then 95-5% over 0.1 min, and hold at 5% for 0.4 min. Column used was Waters BEH C18 1 .7 muiotatauiota, 2.1 x 50 mm, flow rate was 0.8 mL/min.), m/z 671 .6 and 673.6 [M+H]+.

1334177-86-4, 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 51340955, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; IGENICA BIOTHERAPEUTICS, INC.; JACKSON, David, Y.; HA, Edward; SAUER, Paul; BOWERS, Simeon; BRUHNS, Maureen, Fitch; MONTEON, Jorge; BEHRENS, Christopher; HALCOMB, Randall, L.; (281 pag.)WO2016/64749; (2016); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

541-59-3,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.

Example 1 N-(Methoxycarbonyl)maleimide (Compound 1) Methylchloroformate (4.4 mL, 56.7 mmol, 1 eq) was added to a solution of maleimide (5.5 g, 56.7 mmol, 1 eq) and NMM (6.2 mL, 56.7 mmol, 1 eq) in 200 mL of EtOAc at 0 C. The suspension was stirred at 0 C. for 30 minutes, filtered and washed with EtOAc. Filtrate and washings were combined and washed with cold water and dried over anhydrous Na2SO4. After filtration and evaporation under vacuum a pink solid was obtained. Purification by column chromatography on silica gel (Hexane-EtOAc, 1:1, v/v) provided the product (4.8 g, 55%).

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

Reference£º
Patent; ENZON PHARMACEUTICALS, INC.; US2010/233190; (2010); 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.

1122-10-7, General procedure: In a 100 mL dry one-neck round bottom flask equipped with a magnetic stir bar, 3,4-dibromomaleimide (1.00 equiv) was added under N2 atmosphere. Acetone (0.62 M) and K2CO3 (1.10 equiv) were successively added and vigorously stirred for 10 min. Then, the corresponding alkylating reagent (1.20-1.40 equiv) was added to one portion. The reaction was stirred during the overnight period and quenched by solvent evaporation and extraction with AcOEt (3 x 20 mL). The crude sample from the reaction was purified by column chromatography. The spectroscopic data match perfectly with those previously described.

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

Reference£º
Article; Mendoza-Macias, Claudia Leticia; Solorio-Alvarado, Cesar Rogelio; Alonso-Castro, Angel Josabad; Alba-Betancourt, Clara; Deveze-Alvarez, Martha Alicia; Padilla-Vaca, Felipe; Reyes-Gualito, Arturo; Chemical Papers; vol. 74; 5; (2020); p. 1429 – 1438;,
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.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.

N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-N-{3-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]propyl}-L-alaninamide The title compound was prepared from Example M9 first by coupling with N-[(benzyloxy)carbonyl]-L-valyl-L-alanine in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protective group was removed by hydrogenating for 1 hour over 10% palladium on activated carbon at RT under hydrogen standard pressure and then converting the deprotected intermediate into the title compound by coupling with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. LC-MS (Method 1): Rt=1.21 min; MS (ESIpos): m/z=777 (M+H)+.

25021-08-3, As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

73286-71-2,73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 1; tert-Butyl (3aR*,9bR*)-2,3,3a,4,5,5a,9a,9b-octahydro-lH- pyrrolo[3,2-c]quinoline-1-carboxylate; Sodium (1.2 g, 50 mmol) was dissolved in methanol (15 ml), aniline (0.9 g, 10 mmol) was added at room temperature, and the mixture was stirred for 10 min. This mixture was added to a suspension of paraformaldehyde (0.42 g, 14 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 5 hrs. The reaction mixture was poured into ice water, and the mixture was extracted with diethyl ether. The extract was dried (over anhydrous MgS04), and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (20 ml), tert-butyl 2,3-dihydro- 1H-pyrrole-1-carboxylate (850 mg, 5 mmol) was added and the mixture was heated under reflux for 18 hrs. The residue was subjected to column chromatography using silica gel (30 g) and eluted with hexane-ethyl acetate (9: 1-4:1, v/v) to give the title compound (180 mg, 12%) as an amorphous form. ?H-NMR (CDC13) 8: 1 . 48 (9H, d, J=6.1 Hz) , 1 . 76-2 . 01 (2H, m), 2.23-2.45 (lH, m), 3.13-3.57 (5H, m), 5.09 (lH, dd, J=47.2,4.0 Hz), 6.54-6.85 (2H, m), 7.10-7.23 (2H, m). LC/MS (ESI) m/z: 275 (MH+).

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); 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

(C) (115,1 laS) -4-((2R, 5R) -3 7-(2, 5-dioxo-2 , 5-dihydro- 1H-pyrrol- 1-yI)-5-isopropyl-2-methyl- 4,7, 35-trioxo- 10, 13, 16, 19,22,25,28,3 1-octaoxa-3, 6, 34-triazaheptatriacontanamido)benzyl 11- hydroxy-8-((5-(((1 15, 1 laS)- 1 1-hydroxy- 1 0-(((4-((1OR, 13R)- lO-isopropyl- 13-met hyl-8, 11- dioxo-2, 5-dioxa-9, 12-diazatetradecanamido) benzyl) oxy)carbonyl)- 7-methoxy-2-methyl-5- oxo-5, 10, 11, 1 la-tetrahydro- 1H-pyrrolo[2, 1-c][1, 4]benzodiazepin-8-yI) oxy)pentyl) oxy) -7- methoxy-2-methyl-5-oxo- 11,1 la-dihydro- 1H-pyrrolo[2, 1-c][1, 4]benzodiaze pine- 10(5H)- carboxylate (106)N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide (28 mg, 0.146 mmol, 1 eq) was added to a solution of 105 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) in chloroform (5 mL). The reaction was stirred for 1.5 h then diluted with chloroform (50 mL), washed with water (50 mL), brine (30 mL), dried over magnesium sulphate, filtered and evaporated. Flash chromatography [gradient elution 100% DCM to 90% DCM/i0% methanol] gave 106 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 mm; MS (ES+) m/z (relative intensity) 982.90 (100), 1963.70 (5).

1334177-86-4, The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; VAN BERKEL, Patricius Henrikus Cornelis; HOWARD, Philip Wilson; WILLIAMS, David G; WO2015/159076; (2015); 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

EEDQ (12 mg, 4.8×105 mol, 1.1 eq.) was added to a suspension of amine dipeptide (12c) (40.3 mg 4.4×105 mol, 1.0 eq.) and maleimide-8 Peg-acid (28 mg, 4.8×105 mol, 1.1 eq.) in dry DCM (S mE). Dry dimethylacetamide (0.OS mE) was added to give a pale yellow solution which was stirred at room temperature for 1 8h. The solvent was evaporated under reduced pressure and the residue was triturated with diethyl ethet The resultant solid product was purified by flash column chromatography. Analytical Data:RT 2.90 mm; MS (ES) mlz (relative intensity) 1496 ([M+ H], 40)., 1334177-86-4

The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Medimmune Limited; HOWARD, Philip Wilson; Masterson, Luke; Tiberghien, Arnaud; Flygare, John A.; Gunzner, Janet L.; Polakis, Paul; Polson, Andrew; Raab, Helga E.; Spencer, Susan D.; (110 pag.)US2018/134717; (2018); A1;,
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

A solution of nitrone 11 (300 mg, 2.29 mmol) and N-benzyl-3-pyrroline 2 (0.8 mL, 4.20 mmol) in toluene (3 mL) was stirred for 1 h at 80 C under micro-wave irradiation. TLC (1:3 EtOAc/petroleum ether) showed complete conversion of the nitrone into a major product, and unidentified polar byproducts. The solvent was evaporated and the residue was subjected to silica gel column chromatography (mobile phase: 1:4 EtOAc/toluene) to afford cycloadduct (+-)-14 (390 mg, 58%). Colourless oil. Rf = 0.4 (1:4 EtOAc/toluene). 1H NMR (500 MHz, CDCl3) delta 7.35-7.20 (m, 5H, H-Ar), 4.60 (dd, 1H, J = 4.9 Hz, J = 7.4 Hz, H-4), 4.20 (q, 2H, J = 7.1 Hz, H-8), 3.70 (d, 1H, J = 13.2 Hz, NCH2Ph), 3.58 (d, 1H, J = 13.2 Hz, NCH2Ph), 3.25 (q, 1H, J = 7.1 Hz, H-3), 3.17 (br s, 1H, H-6), 3.00 (d, 1H, J = 11 Hz, H-5′), 2.94 (d, 1H, J = 9.8 Hz, H-2′), 2.78 (s, 3H, NCH3), 2.28 (br t, 1H, J = 7.6 Hz, H-2), 2.19 (br d, 1H, J = 6.6 Hz, H-5), 1.27 (t, 3H, J = 7.1 Hz, H-9). 1D NOE experiments with selective irradiations (H-3, H-4, or H-6), showed signals enhancements as follows: H-3 irradiation: enhancements of H-2: 4%, H-2′: 1.8%, H-4: 4%; irradiation of H-4: enhancements of H-3: 3.5%, H-5: 3.7%, H-5′: 1.9%; irradiation of H-6: enhancements of H-2: 1.3%, H-2′: 2.7%. 13C NMR (126 MHz, CDCl3) delta 170.03 (CO), 138.58 (C-ar), 128.73, 128.41, 127.17 (5CH-ar), 81.03 (C-4), 75.48 (C-6), 61.26 (C-8), 59.08 (C-11), 58.77 (C-5), 56.79 (C-2), 52.54 (C-3), 43.85 (NCH3), 14.24 (C-9). HRMS-ESI, positive mode: m/z calcd for C16H23N2O3 [M+H]+: 291.1703; found: 291.1702.

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

Reference£º
Article; Cecioni, Samy; Aouadi, Kaiss; Guiard, Julie; Parrot, Sandrine; Strazielle, Nathalie; Blondel, Sandrine; Ghersi-Egea, Jean-Francois; Chapelle, Christian; Denoroy, Luc; Praly, Jean-Pierre; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 237 – 249;,
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.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.

766-36-9, In a 50 mL round bottom flask, compound 4 (0.56 g, 2 mmol) and 3-ethyl-4-methyl-1H-pyrrol-2-one (0.275 g, 2.2 mmol) were dissolved in anhydrous ethanol (10 mL) and then DBU (1.5 mL) was added. The reaction mixture was heated at reflux for 24 h. After refluxing, the reaction mixture was cooled in an ice bath, then acetic acid (1.5 mL) was added followed by water (10 mL). The solution was chilled at?5 ¡ãC overnight, and the precipitate formed was filtered, and dried to afford the desired product (0.36 g, 1.14 mmol, 57percent). Mp 315?320 ¡ãC: 1H NMR (400 MHz, CDCl3, 30 ¡ãC) delta (ppm) 9.08 (s. 1H), 6.37 (s, 1H), 4.40 (q, J=7.20Hz, 2H), 2.76 (s, 3H), 2.45 (m, 2H), 2.15 (s, 3H), 1.43 (t, J=7. 61 Hz, 3H), 1.16 (t, J=7.61Hz, 3H); 13C NMR (100 MHz, CDCl3, 30 ¡ãC): delta (ppm) 161.7142.2, 142.1, 140.3, 137.1, 134.9, 130.1, 122.7, 117.2, 106.2, 94.1, 61.1, 16.8, 14.4, 13.1, 11.2, 9.61; IR (ATR) (cm?1): 3284 (w), 3065 (w), 2985 (w), 2870 (w), 1736 (s), 1699 (s), 1665 (w), 1453 (w), 1286 (s), 1271 (s), 1212 (m), 1106 (m), 1028 (w), 884 (w); HR-MS (EI+) C17H18N2O4 calcd: 314.1267 amu; found: 314.1445 amu.

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jarvis, Tia; Saint-Louis, Carl Jacky; Fisch, Alexander R.; Barnes, Korry L.; Dean, Dolan; Flores, Luis A.; Hunt, Thomas F.; Munro, Lyndsay; Simmons, Tyler J.; Catalano, Vincent J.; Zhu, Lei; Schrock, Alan K.; Huggins, Michael T.; Tetrahedron; vol. 74; 14; (2018); p. 1698 – 1704;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem