Category: pyrrolines

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

The title compound was prepared using a modification of the method of Foley, et al., 2010 Biomol. Chem. 8:4601-4606). To a solution of maleimide (5.0 g, 51.5 mmole) in dry ethyl acetate (250 mL) was added N-methylmorpholine (5.7 mL, 51.5 mmole) and this mixture cooled to 0 C. (ice-bath) under anhydrous N2(g). Methyl chloroformate (4.8 mL, 61.8 mmole) was added slowly with stirring under anhydrous conditions, and the reaction allowed to stir at 0 C. for 30 min. and at room temperature for 30 min. The reaction mixture was filtered through a Buchner funnel and the white precipitate washed with ethyl acetate (100 mL). The combined filtrate was extracted with ice-water (1*100 mL) and brine solution (1*100 mL) and then dried over anhydrous magnesium sulfate. The product was filtered and evaporated to a clear oil that was co-evaporated with dry toluene (2*25 mL) and dried in vacuo under high vacuum overnight. The resulting clear oil was crystallized by trituration from anhydrous diethylether (50 mL) to give an off-white solid (2.77 g, 35%) homogeneous by t.l.c. (irrigant=9:1 dichloromethane:methanol, Rf=0.62).

541-59-3 Maleimide 10935, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Marker Gene Technologies, Inc.; Naleway, John Joseph; Harlan, Fiona Karen; Lusk, Jason Scott; (72 pag.)US2018/207287; (2018); 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.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.,541-59-3

To a solution of maleimide (6.35 g, 65.4 mmol, 1.0 eq. ) in EtOAc (120 mL) were added N-methyl morpholine (8.6 mL, 78.5 mmol, 1.2 eq. ) and methyl chloroformate (6.0 mL, 78.5 mmol, 1.2 eq. ) at 0 . The reaction was stirred at 0 for 30 min and r.t. 1 h. The solid was filtered off and filtrate concentrated. The residue was dissolved in CH2Cl2and filtered through a silica gel plug and eluated with CH2Cl2to remove the color. The appropriate fractions were concentrated and resulted solid was triturated with 10%EtOAc/PE to give a white solid (9.00 g, 89%yield) .

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

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

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 the solution of dibromomaleimide 1a orN-methyldibromomaleimide 1b (1 mmol) in THF (20 ml)was added solution of the thiophenol (2.2 mmol) and triethylamine(2.2 mmol) in one portion. The resulting solutionwas stirred at room temperature for 1 h, then evaporated invacuo and the residue was redissolved in ethyl acetate-water(20 + 20 ml) mixture. The organic layer was separated,washed with aq. NaHCO3, dried over anhydrous Na2SO4and evaporated. The residue was purified by flash chromatography(ethyl acetate: petroleum ether 3:1).

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

Reference£º
Article; Panov, Alexey A.; Lavrenov, Sergey N.; Simonov, Alexander Y.; Mirchink, Elena P.; Isakova, Elena B.; Trenin, Alexey S.; Journal of Antibiotics; vol. 72; 2; (2019); p. 122 – 124;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

57079-01-3,57079-01-3, 11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A two-neck, 500 mL flask was charged with 26.24 g (0.1 mole) pentacyclopentadecane dimethanol, 9.04 g (0.105 mole) methacrylic acid, 29.54 g (0.105 mole) maleimidoundecanoic acid, 150 mL toluene, 2.0 g methanesulfonic acid, and 60 mg hydroquinone. A magnetic stir bar was placed in the flask and a gas inlet tube, Dean-Stark trap and condenser were attached. The mix was refluxed under an air sparge for 3.5 hours and 3.7 mL water (3.6 mL theoretical yield) was collected in the trap. The mixture was cooled to room temperature and neutralized with a mix of 15 g sodium bicarbonate and 5 mL water. The mix was dried with 12 g anhydrous magnesium sulfate and then passed over 20 g of silica gel. The bulk of the toluene was removed under vacuum on a rotary evaporator. The last trace of solvent was removed using an air sparge. The final product was a viscous, clear, red liquid that had a 40 C. viscosity of 3,028 centipoise. The product weighed 55.12 g (92.8% of theoretical yield). Thermogravimetric analysis (TGA) was performed on the compound (ramp rate of 10 C. per minute in air) and the retained weight was 100.0% and 99.9% at 200 C. and 300 C., respectively. The decomposition onset was 432.8 C. An FTIR was run on this compound and significant absorptions were found at 2925, 1714, 1638, 1407, 1172, 827, and 695 wavenumbers.

57079-01-3 11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid 4618600, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Designer Molecules, Inc.; US8039663; (2011); B2;,
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

Reference Example 17 Preparation of 3,4-Diiodo-pyrrole-2,5-dione To dibromomaleimide (500.0 mg, 2.0 mmol) in acetic acid (50 ml) was added sodium iodide (886.5 mg, 5.9 mmol). The reaction mixture was heated to 120 C. and refluxed for 2 h. The reaction was allowed to cool down to RT, H2O (50 ml) was added and kept at 4 C. for 15 h. The yellow precipitate was filtered off and air dried to afford the desired compound as an orange crystalline powder (415 mg, 60%). 1H NMR (500 MHz, MeOD): no signals; 13C NMR (125 MHz, MeOD): delta=169.3 (C), 119.5 (C); IR (solid, cm-1): 3244 (s), 2944 (m), 2833 (m); MS (EI) m/z, (%): 349 (M, 83), 179 (100); Mass calc. for C4H12O2N: 348.80912. Found: 348.81026. m.p. 238-241 C. (Literature: 254-255 C.).

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, a 5-benzyl-3-(tetrahydropyran-2-yloxymethyl)-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole To a solution of 1-benzyl-2,5-dihydro-1H-pyrrole (13.5 g, 84.8 mmol) in benzene (150 mL) was added 2-(2-nitroethoxy)tetrahydropyran (37 g, 211.2 mmol) and triethylamine (5.4 mL, 38.4 mmol). The solution was heated to reflux and phenyl isocyanate (37.8 mL, 347.8 mmol) was slowly added over 2 hours. After the addition was complete, the mixture was refluxed overnight and the resulting precipitate removed by filtration. The filtrate was concentrated in vacuo and the residue purified by column chromatography eluding with ethyl acetate:hexanes (1:4), to obtain 19.5 g the title compound. 1H NMR (200 MHz, CDCl3) delta 7.38-7.18 (m, 5H), 5.10-4.98 (m, 1H), 4.68-4.58 (bs, 1H), 4.50-4.18 (m, 2H), 3.86-3.42 (m, 5H), 3.25-3.05 (m, 2H), 2.44-2.24 (rA, 2H), 1.82-1.38 (m, 6H).

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

Reference£º
Patent; Ellsworth, Edmund Lee; Kerschen, James Alan; Powell, Sharon Anne; Sanchez, Joseph Peter; Showalter, Howard Daniel Hollis; Stier, Michael Andrew; Tran, Tuan Phong; US2003/114666; (2003); 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.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.

[0496] The imine 32 (92 mg, 0.1 mmol, 1.1 equiv.) was dissolved in CHCI3 (6 mL) with one drop of anhydrous MeOH to aid dissolution. Maleimide-PEGs-acid (53 mg, 0.09 mmol, 1 equiv.) was added followed by EEDQ (33 mg, 0.14 mmol, 1.5 equiv.). This was left to stir vigorously at room temperature under Ar for 4 days until LC/MS analysis showed majority product formation. The solvent was removed in vacuo and the crude product was partially purified by silica gel column chromatography (CHC13 with 1% to 10% MeOH gradient) yielding 33 (81mg). The material was purified further by preparative HPLC to give 33 as a yellow solid (26.3 mg, 18%). Fast Formic run: LC/MS (1.39 min (ES+) m/z (relative intensity) 1485.00 ([M + H]+., 64)., 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; LLOYD, Christopher O.; MARWOOD, Rose; HOWARD, Philip; HARPER, III, John W.; HOLLINGSWORTH, Robert; KAMAL, Adeela; DIMASI, Nazzareno; GAO, Changshou; TOADER, Dorin; WANG, Fengjiang; GINGIPALLI, Lakshmaiah; WO2015/155345; (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.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.

25021-08-3, tert-Butyl 1-amino-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate (100 mg, 201 mumol) was initially charged in 1.0 ml of DMF, and (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid (46.8 mg, 301 mumol), 1-hydroxy-1H-benzotriazole hydrate (76.9 mg, 502 mumol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (77.0 mg, 402 mumol) were added. The reaction mixture was stirred at RT overnight, and ethyl acetate was then added. The organic phase was washed twice with 5% citric acid solution, and with saturated sodium hydrogencarbonate solution and then with saturated sodium chloride solution. The organic phase was dried over magnesium sulphate. The solvents were evaporated under reduced pressure and the residue was purified by preparative RP-HPLC (column: Reprosil 125*30; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 19.1 mg (13% of theory) of tert-butyl 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-2-oxo-6,9,12,15,18,21,24,27-octaoxa-3-azatriacontan-30-oate. LC-MS (Method 1): Rt=0.87 min; MS (ESIpos): m/z=635 [M+H]+

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; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (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.6913-92-4,1-Benzyl-3-pyrroline,as a common compound, the synthetic route is as follows.,6913-92-4

General procedure: 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.

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

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Trifluoroacetic Acid/1-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]piperidin-4-yl N-{(2S)-2-amino-4-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]butanoyl}-beta-alanyl-L-valyl-N5-carbamoyl-L-ornithinate (1:1) The synthesis was carried out by coupling of 25 mg (0.034 mmol) of Intermediate C61 and 29 mg (0.041 mmol) of Intermediate L69 in the presence of HATU and N,N-diisopropylethylamine, followed by hydrogenation with palladium on activated carbon (10%) under standard pressure, then 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 removal of the 2-(trimethylsilyl)ethoxycarbonyl protective group with zinc chloride. HPLC purification gave 11 mg (26% of theory over 4 steps). LC-MS (Method 1): Rt=0.86 min; MS (ESIpos): m/z=1061 (M+H)+.

25021-08-3, The synthetic route of 25021-08-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem