Downstream synthetic route of 55750-48-6

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

55750-48-6,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.

A solution of amine 8 (23.9 mg, 29. 0 [JMOL)] dissolved in 1 M aqueous solution of NaHCO3 (1 mL) was treated with methoxycarbonylmaleimide (27.03 mg, 17. [4] pmol) at [0 C.] After 5 min, the mixture was diluted with water (1 [ML)] and acetonitrile (2 mL), and then stirred at room temperature for 1 h. The mixture was diluted with CH2Cl2 (50 mL) and washed with brine [(3X10] mL). The organic phase was dried over [NA2SO4,] filtered and concentrated. The oily residue was purified by flash chromatography [(CH2CL2/MEOH] 96: 4) to give maleimide 9 (20.3 mg, 71%) ; Rf 0. 45 [(CH2CL2/MEOH] 96: 4) [;’H-NMR (CDC13/TMS)] : [No.6. ]72 (s, 8 H, CH=CH), 4.94 (d, [1] H, J=3. 4 Hz, [H-1),] 3.95-3. 82 (m, 2 H, H-4, and [OCHHCH2CH2N),] 3. [80No.3. ]45 (m, 22 H, H-2, H-3, H-5, H-6, H-6′, [OCH2CH2CH2S,] SCH2CH2N, and [OCH2CH3),] 2.90-2. 60 (m, 16 H, [OCH2CH2CH2SCH2CH2N),] 1.96-1. 82 (m, 8 H, OCH2CH2CH2S), 1.23 (t, 3 H, J=7.1 Hz, OCH2CH3) ; ES-MS: 1019.49 (M+Na) [+,] 951 (M-OEt) +.

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

Reference£º
Patent; UNIVERSITY OF MARYLAND BIOTECHNOLOGY INSTITUTE; WO2004/802; (2003); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

New learning discoveries about 55750-48-6

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

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

Using a 40 mL vial, a solution of prop-2-yn-1 -amine (500 mg, 9.08 mmol) in 15 mL of sat. aqueous NaHCO3 was cooled to 0 C with ice bath and then methyl 2,5-dioxo-2,5-dihydro-1 H-pyrrole-1 -carboxylate (1 .27 g, 8.17 mmol) was added. The reaction mixture was then stirred at the same temperature for 4 h and then extracted wtih 50 mL of CH2CI2 three times. The combined organic layers were dried over Na2SO4, concentrated, purified by ISCO (24 g, silica gel) and concentrated to give 1-(prop-2-yn-1-yl)-1H-pyrrole- 2,5-dione (i-3). 1H-NMR (CDCI3, 400 MHz) O 6.76 (s, 2H), 4.29 (d, 2H, J = 2.8 Hz), 2.21(t, 1H, J=2.8 Hz).

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

Reference£º
Patent; NOVARTIS AG; GRUNEWALD, Jan; JIN, Yunho; OU, Weijia; UNO, Tetsuo; (279 pag.)WO2016/71856; (2016); A1;,
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1-Pyrroline | C4H7N – PubChem

Analyzing the synthesis route of 55750-48-6

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

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, Step 1 : t-Butyl (2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamate(250 mg, 1 .0 mmol) and methyl 2,5-dioxo-2,5-dihydro-1 H-pyrrole-1 -carboxylate (156 mg, 1 .0 mmol) were combined in saturated aqueous NaHC03 (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 MgS04, 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 min.1H NMR (400 MHz, Chloroform-d) delta 6.71 (s, 2H), 5.04 (bs, 1 H), 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).

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

Reference£º
Patent; IRM LLC; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; JIN, Yunho; WO2015/95301; (2015); A2;,
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Simple exploration of 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.

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: To a 100 mL round bottom flask was added 6-amino-1-hexanol (1.OOg, 6.44mmol) in saturated NaHCO3 aqueous solution (12.0 mL). The mixture was cooled at 0C, and Nmethoxycarbonylmaleimide (0.750 g, 6.44 mmol) was added. The reaction mixture was stirred at 0C for1.5 hours. Then the reaction mixture was acidified at 0C with 2 M HC1 to pHi. The acidified reaction mixture was extracted with ethyl acetate (AcOEt). The organic layer was concentrated. The residue was dissolved in DCM, loaded onto a silica gel column, and eluted with MeOH/DCM (0-4%) to obtain 1-(6- hydroxyhexyl)-1H-pyrrole-2,5-dione as white solid, MS m/z 198.2 (M+1). ?H NMR (400 MHz, CDC13): oe 6.68 (s, 2H), 3.63 (t, d = 6.4 Hz, 2H), 3.52 (t, d = 7.2 Hz, 2H), 1.63-1.52 (m, 4H), 1.43-1.28 (m, 4H).

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

Downstream synthetic route of 55750-48-6

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

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, N-Boc-ethylenediamine (2.0 g, 12.48 mmol) was dissolved in a saturated solution of NaHCO3 (50 mL) and cooled to 0 C. N-(methoxycarbonyl)maleimide (1.9 g, 12.25 mmol) was added to the stirred solution. After 10 mins the reaction mixture was diluted with water (100 mL) and stirred for 30 min at room temperature. The reaction mixture was cooled to 0 C., and the reaction mixture was filtered and washed with ice-cold water (100 mL). Drying in high vacuum afforded the title compound (2.35 g, 9.78 mmol, 78.4% yield) as a white solid. 1H NMR (500 MHz, CDCl3): delta 6.71 (s, 2H), 4.72 (s, 1H), 3.69-3.62 (m, 2H), 3.34 (d, J=5.1 Hz, 2H), 1.41 (s, 9H).

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

Reference£º
Patent; HANGZHOU DAC BIOTECH CO., LTD.; SUN, Sanxing; ZHAO, Robert Yongxin; LI, Xing; GUO, Huihui; JIA, Junxiang; XIE, Hongsheng; ZHOU, Xiaomai; HUANG, Yuanyuan; YANG, Qingliang; ZHUO, Xiaotao; YE, Hangbo; GAI, Shun; QU, Lan; LI, Wenjun; LIN, Chen; (33 pag.)US2019/125894; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Analyzing the synthesis route of 55750-48-6

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

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

30 mg (30 mumol) of Intermediate 89 were taken up in 2 ml of 1,4-dioxane and admixed with 4 ml of saturated sodium hydrogencarbonate solution and then with 7.5 mg (50 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 24 mg (74% of theory) of the title compound were obtained. [1937] HPLC (Method 5): Rt=2.2 min; [1938] LC-MS (Method 1): Rt=1.01 min; MS (ESIpos): m/z=1006 (M+H)+.

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

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

New learning discoveries about 55750-48-6

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

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

[00170] Amine 5 (366 mg. 606 muetaiotaomicron), Hunig’s base (314 mg, 2.43 muetaiotaomicron) and methoxycarbonylmaleimide (104 mg, 667 muetaiotaomicron) were dissolved in dichloroethane (5 mL) and heated at 70 C. After twenty hours, the mixture was concentrated and chromatographed (silica gel, 0 to 10% MeOH in CH2C12) to give maleimide 29 (227 mg, 54%) as a glass. LC/MS gave a single peak with m/z = 684.3 [M+l]+, 1 HNMR (DMSO-d6) delta 8.41 (t,J = 5 Hz, 1H), 7.92 (br s, 1H), 7.74 (d, J = 8 Hz, 1H), 7.26 (br s, 1H), 6.99 (s, 2H), 6.77 (d, J = 2 Hz, 1H), 6.67 (dd, J = 2, 8 Hz, 1H), 3.3.38-3.53 (m, 20H), 3.35 (t, J = 6 Hz,2H), 3.2 (q, J = 6 Hz, 2H), 2.92 (s, 2H), 2.4 (s, 3H), 2.33 (s, 2H), 1.81 (p, J = 6 Hz, 2H), 1.69 (p, J = 6 Hz, 2H), 1.01 (s, 6H).

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

Reference£º
Patent; DUKE UNIVERSITY; HAYSTEAD, Timothy, A.J.; HUGHES, Philip, Floyd; (96 pag.)WO2017/184956; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Some tips on 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.

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 solution of amine 6 (17.8 mg, 0.04 mmol) in 1 M aqueous solution of NaHC03 (1 mL) was treated with methoxycarbonylmaleimide (37.94 mg, 0.24 mmol) at 0 [C.] After 5 min, the mixture was diluted with water [(1] mL) and acetonitrile (2 [ML),] and then stirred at room temperature for 4 h. After adding [CH2C12] (50 [ML),] the organic layer was separated and washed with brine [(3X10] mL). The organic layer was then dried [(NA2SO4),] filtered, and concentrated. The oily residue was purified by flash chromatography (CH2Cl2/MeOH 95: 5) to give maleimide 7 (23.2 mg, 76%); Rf 0. 42 [(CH2CI2/MEOH] 95: 5) [; IH-NMR (CDCL3/TMS)] : [No.6. ]70 (s, 2 H, CH=CH), 6.69 (s, 4 H, CH=CH), 6.68 (s, 2 H, CH=CH), 4.98 (d, [1] H, [J=3.] 4 Hz, H-1), 3.95-3. 82 (m, 2 H, H-4, and [OCHHCH2CH2N),] 3. [80No.3. ] 35 (m, 22 H, H-2, H-3, H-5, H-6, H-6′, [OCH2CH2CH2N,] [OCH2CH2CH2N,] and [OCH2CH3),] 1.96-1. 78 (m, 8 H, [OCH2CH2CH2N),] 1.25 (t, 3 H, J=7.1 Hz, [OCH2CH3)] ; ES-MS: 779.28 (M+Na) [+,] 401.29 (M+2Na) [2+.]

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; UNIVERSITY OF MARYLAND BIOTECHNOLOGY INSTITUTE; WO2004/802; (2003); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Simple exploration of 25021-08-3

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 fields.

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.

Trifluoroacetic acid/(2S)-2-amino-4-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]-N-{2-[(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethyl)sulphonyl]ethyl}butanamide (1:1) The title compound was prepared from Intermediate L81 by coupling with Intermediate C58 in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protective group was removed by hydrogenation over 10% palladium on activated carbon in DCM/methanol 1:1 at RT under hydrogen standard pressure for 30 min. The deprotected intermediate was then converted by coupling with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine and finally by deprotection with zinc chloride into the title compound. LC-MS (Method 1): Rt=0.83 min; MS (ESIpos): m/z=785 (M+H)+.

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 fields.

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
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Analyzing the synthesis route of 6913-92-4

The synthetic route of 6913-92-4 has been constantly updated, and we look forward to future research findings.

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, In a Biotage Initiator 2-5 mL vial, nitrone 1 (392 mg, 1.64 mmol) and N-benzyl-3-pyrroline 2 (314 mg, 1.97 mmol, 1.2 eq) were introduced. The vial was flushed with argon and 2.5 mL of anhydrous toluene was added (c = 0.66 mM). The vial was sealed with a septum cap and was sonicated for 20 s. The resulting mixture was irradiated by microwaves (temperature: 140 C). TLC monitoring (EtOAc) showed full conversion after 2 h. After the crude mixture was concentrated, the crude product was purified by flash silica gel column chromatography (EtOAc) to afford cycloadduct 3 (625 mg, 1.57 mmol, 96%) with no traces of other isomer. Monocrystals ofcompounds 3 were obtained from a saturated Et2O solution cooledin a freezer. Rf 0.48 (EtOAc). [a]D 40.4 (c 1.1, CH2Cl2). 1H NMR(400 MHz, CDCl3) d 7.37e7.20 (m, 5H, CH-ar), 4.59 (td,1H, J 7.0 Hz,J 3.0 Hz, H-4), 3.71e3.49 (m, 3H, NCH2Ph, H-6), 3.42 (dd, 1H,J 10.3 Hz, J 6.6 Hz, H-3), 2.78 (dd, 1H, J 10.3 Hz, J 3.0 Hz, H-5), 2.75e2.69 (m, 4H, NCH3, H-2), 2.65 (dd, 1H, J 9.4 Hz, J 3.7 Hz,H-20), 2.58 (dd, 1H, J 9.9 Hz, J 6.6 Hz, H-50), 2.14e2.08 (m, 1H, H-9), 2.00 (dtt, 1H, J 12.9 Hz, J 6.5 Hz, J 3.3 Hz, H-10), 1.90e1.78(m, 2H, H-11, H-12), 1.68e1.59 (m, 1H, H-120), 1.48 (dt, 1H,J 13.5 Hz, J 6.7 Hz, H-15), 1.38 (dd, 1H, J 12.1 Hz, J 3.2 Hz, H-13), 1.18 (t, 1H, J 12.3 Hz, H-90), 0.95e0.85 (m, 10H, H-11?, H-14, H-16). 13C NMR (100 MHz, CDCl3) d 172.8 (C]O), 138.9 (C-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). HR-ESI-QToF MS (positivemode): m/z calcd for C24H36N3O2 [MH]: 398.2802, found:398.2806.

The synthetic route of 6913-92-4 has been constantly updated, and we look forward to future research findings.

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