Category: 55750-48-6

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55750-48-6

[3921] 186 mg (555 f.tmol) of 3-{2-[2-(2-aminoethoxyl)ethoxy ]ethoxy }propanoic acid trifluoroacetate were dissolvedin 2.6 ml of saturated sodiumhydrogencarbonate solutionand admixed at oo C. with 86 mg (555 f.tmol) ofN-methoxycarbonylmaleimide. The reaction mixture wasstirred at oo C. for 40 min and at RT for 1 h, then cooled againto oo C., adjusted to pH 3 with sulphuric acid and extracted 3xwith 25 ml of ethyl acetate. The combined organic phaseswere dried over magnesium sulphate and concentrated. 126mg (75% of theory) of the title compound were obtained.[3922] LC-MS (Method 1): R,=0.53 min; m/z=302(M+Ht.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(Methoxycarbonyl)maleimide (315 mg, 2.03 mmol, 1 eq) was added to a solution of Boc- L-lysine (500 mg, 2.03 mmol, 1 eq) in 10 mL of saturated aqueous NaHCO3 at 0 0C. The mixture was stirred vigorously at 0 0C for 40 minutes and at room temperature for an additional hour. After cooling to 0 0C, the solution was acidified to pH 3.0 with concentrated H2S O4 before extracting with ethyl acetate. The organic layers were combined and dried over anhydrous MgSO4. After removing the solvent in vacuo, the residue was purified by column chromatography on silica gel using a mixture of CHCl3-MeOH (5:1, v/v) to provide the product (458 mg, 69%): 1H NMR delta 1.39-1.87 (6 H, m, (CH2)3), 1-44 (9H, s, Boc), 3.52 (2H, t, J – 7.2 Hz, NCH2), 4.25-4.30 (IH, m, CH), 5.15 (IH, d, NH), 6.70 (2H, s, maleimide)., 55750-48-6

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENZON PHARMACEUTICALS, INC.; WO2008/34124; (2008); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-48-6, To a cooled (0 C) solution of 5-aminopentan-1-ol (100 mg, 0.97 tmol) in saturated aqueous NaHCO3 (16 mL) was added N-methoxycarbonylmaleimide (150 mg, 0.64 tmol). The mixture was stirred for 1.5 h and extracted with DCM (2 x 20 mL). Thecombined organic layers were dried (Na2SO4) and concentrated. The product 47 was obtained as a colorless oil (137 mg, 0.75 mmol, 75%). ?H NIVIR (400 MHz, CDC13) (ppm) 6.69 (s, 2H), 3.70-3.67 (m, 1H), 3.67-3.60 (m, 2H), 3.53 (t, J 7.1 Hz, 2H), 1.68- 1.54 (m, 4H), 1.42-1.31 (m, 2H).

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; WIJDEVEN, Maria Antonia; VAN DE SANDE, Petrus Josephus Jacobus Maria; VAN BERKEL, Sander Sebastiaan; VAN DELFT, Floris Louis; (150 pag.)WO2016/53107; (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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, [4325] 64 mg (70 flillOI) ofN-(6-aminohexyl)-N-methyl-Lvalyl-N -[ (3R,4S,5S)-3-methoxy-1-{ (2S)-2-[ (1 R,2R)-1-methoxy-2-methyl-3-{ [ (1 S,2R)-1-(1 ,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino }-3-oxopropyl]pyrrolidin-1-yl }-5-methyl-1-oxoheptan-4-yl]-N -methyl-L-valinamide(Intermediate 97) were taken up in 3 ml of 1:1 dioxane/water,then adjusted to pH 9 with 4 ml of saturated sodium hydrogencarbonatesolution and subsequently admixed with 16.3mg (11 0 f.tmol) of methyl2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 hand then concentrated in vacuo. Then another 8 mg (55 f.tmol)of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylatewere added, and the reaction mixture was adjusted again to189Sep.3,2015pH 9 and stirred at RT for another hour. This was followed byconcentration and purification of the remaining residue bymeans of preparative HPLC. At first, 31 mg of an as yetuncyclized intermediate were obtained. 27 mg of this intermediatewere taken up again in 2 ml of 1:1 dioxane/water andthen admixed with 250 fll of saturated sodium hydrogencarbonatesolution. After stirring at RT for 2 hours, the reactionmixture was concentrated, and the residue was purified bymeans of preparative HPLC. After lyophilization, 20 mg(29% of theory) of the title compound were obtained.[4326] HPLC (Method 5): R,=l.96 min;[4327] LC-MS (Method 1): R,=0.97 min; MS (ESipos):rnz=992 (M+Hr.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, 186 mg (555 mumol) of 3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid trifluoroacetate were dissolved in 2.6 ml of saturated sodium hydrogencarbonate solution and admixed at 0 C. with 86 mg (555 mumol) of N-methoxycarbonylmaleimide. The reaction mixture was stirred at 0 C. for 40 min and at RT for 1 h, then cooled again to 0 C., adjusted to pH 3 with sulphuric acid and extracted 3¡Á with 25 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. [1548] 126 mg (75% of theory) of the title compound were obtained. [1549] LC-MS (Method 1): Rt=0.53 min; m/z=302 (M+H)+

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6,55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1 -(2-(2-hydroxyethoxy)ethyl)-1 H-pyrrole-2,5-dione To a solution of (2-aminoethoxy)ethanol (2.9 ml, 29.0 mmol) in a saturated aqueous NaHC03 soltuion (150 ml) was added at 0C, N-(methoxycarbonyl)maleimide (4.5 g, 29.0 mmol) and the reaction mixture was stirred at RT for 30mins and then an additional 3h at RT. The reaction was extracted with DCM. The organic layers were combined, dried over Na2SC>4, filtered and concentrated to dryness afforded the title compound as a pale yellow oil in 53% yield; UPLC-MS: Rt = 0.35 mins; MS m/z [M+H]+ 186.0; Method E.

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; IRM LLC; BARSANTI, Paul A.; CHAMOIN, Sylvie; DOUMAMPOUOM-METOUL, Lionel; GEIERSTANGER, Bernhard Hubert; GROTZFELD, Robert Martin; GUERRO-LAGASSE, Stephanie; JONES, Darryl Brynley; KARPOV, Alexei; LAFRANCE, Marc; NIETO-OBERHUBER, Cristina; OU, Weijia; PIIZZI, Grazia; WO2014/151030; (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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

[4708] 6 mg (7.12 f.tmol) of this intermediate were taken upin 1 ml of dioxane and then admixed with 6.6 mg (42.7 flillOI)of methyl 2,5-dioxo-2,5-dihydro-lH-pyrrole-1-carboxylateand with 5 fll of saturated aqueous sodium hydrogencarbonatesolution. The reaction mixture was stirred at RT for 1 h.Then another 3 portions each of 50 fll of the saturated aqueoussodium hydrogencarbonate solution were added, and thereaction mixture was stirred at RT for another 30 min. Thenthe reaction mixture was acidified to pH 2 with trifluoroaceticacid and subsequently concentrated in vacuo. The remainingresidue was purified by means of preparative HPLC. Afterlyophilization from acetonitrile/water, 4 mg (60% of theory)of the title compound were obtained as a foam.[4709] HPLC (Method 12): R,=l.9 min;[4710] LC-MS (Method 11): R,=0.88 min; MS (ESipos):mz=923 (M+Hr.

55750-48-6, 55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; SEATTLE GENETICS, INC.; LERCHEN, Hans-Georg; LINDEN, Lars; SHEIKH, Sherif El; WILLUDA, Joerg; KOPITZ, Charlotte C.; SCHUHMACHER, Joachim; GREVEN, Simone; MAHLERT, Christoph; STELTE-LUDWIG, Beatrix; GOLFIER, Sven; BEIER, Rudolf; HEISLER, Iring; HARRENGA, Axel; THIERAUCH, Karl-Heinz; BRUDER, Sandra; PETRUL, Heike; JOeRISSEN, Hannah; BORKOWSKI, Sandra; US2015/246136; (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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, Step 1: t-Butyl (2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamate(250 mg, 1.0 mmol) andmethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate (156 mg, 1.0 mmol) were combined in saturated aqueous NaHCO3 (10 ml) and stirred for 1.5 h at 0C. The reaction mixture was acidified to pH 2 with hydrochloric acid (2 M) and extracted with EtOAc. The organic phase was washed with brine, dried with MgSO4, and concentrated. The crude was purified by ISCO using 0-4% MeOH/DCM to give t-butyl (2- (2-(2-(2,5 -dioxo-2,5 -dihydro- 1 H-pyrrol- 1 -yl)ethoxy)ethoxy)ethyl)carbamate as a colorless oil. MS m/z 229.2(M+1-Boc). Retention time 0.963 mm. ?H NMR (400 MHz, Chloroform-d) 6 6.71 (s, 2H), 5.04 (bs,1H), 3.74 (t, J = 5.4 Hz, 2H), 3.64 (t, J = 5.4 Hz, 2H), 3.61-3.59 (m, 2H), 3.56-3.54 (m, 2H), 3.50 (t, J =5.2 Hz, 2H), 3.31-3.26(m, 2H), 1.44 (s, 9H).

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; ABRAMS, Tinya; COHEN, Steven; D’ALESSIO, Joseph Anthony; DAMIANO, Jason; DURR, Clemens; GEIERSTANGER, Bernhard Hubert; HU, Qi-Ying; HUBER, Thomas; IMASE, Hidetomo; JIN, Yunho; MENEZES, Daniel; MILLER, Kathy; MOHSENI, Morvarid; OU, Weijia; RENDAHL, Katherine; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; (350 pag.)WO2016/203432; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-48-6, A mixture of N-Boc-ethylenediamine (5.6 mL, 35.4 mmol, 1.1 eq. ) and saturated NaHCO3(60 mL) was cooled to 0 , to which compound 409 (5.00 g, 32.2 mmol, 1.0 eq. ) was added in portions. After stirring at 0 for 30 min, the reaction was warmed to r.t. and stirred for 1 h. The precipitate was collected by filtration and washed with cold water, then dissolved in EtOAc and washed with brine, dried over anhydrous Na2SO4and concentrated to give a white solid (6.69 g, 87%yield) .

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-48-6, Preparation of Intermediate 4-(4-(2, 5-dioxo-2 , 5-dihydro- 1H-p yrrol- 1-yI)butyl)- 1, 2,4-triazolidine-3,5-dione (I-14b):To 4-(4-aminobutyl)-1 ,2,4-triazolidine-3,5-dione hydrochloride (I-i 4a: 42 mg, 0.201 mmol) in NaHCO3 sat aqueous solution (1.006 mL) at 0C was added N-methoxycarbonylmaleimide (31.2 mg, 0.20 1 mmol). The mixture was stirred at 0C for 1 h, and then at room temperature for 2h. The mixture was purified by preparative hplc (0-60% CH3CN(0.1 %TFA in H20)), and then lyophilized, giving 4-(4-(2,5-dioxo-2,5-dihydro-1 H-pyrrol1-yl)butyl)-1,2,4-triazolidine-3,5-dione (l-14b: 10 mg, 20%) a white solid. LC-MS (M+1) 253.3,= 0.89 minute. 1H NMR (400 MHz, CD3CN) 6 ppm 1.51 – 1.62 (m, 4 H) 3.45 (t, J=6.44 Hz, 2 H)3.49 (t, J=6.44 Hz, 2 H) 6.76 (s, 2 H) 7.52 (br. s., 2 H).

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; ADAMO, Roberto; ALLAN, Martin; BERTI, Francesco; DANIELI, Elisa; HU, Qi-Ying; WO2013/9564; (2013); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem