Month: August 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151038-94-7,6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate,as a common compound, the synthetic route is as follows.

[00393] A solution of FK506 (1) (0.1 g, 124.4 mumol), 6-maleiimidocaproic hydrazide trifluoroacetate (2) (0.126 g, 373.2 mumol) and trifluoroacetic acid (catalytic, 1 muL) in anhydrous methanol (5 mL) was stirred at room temperature for 36 h. The reaction was monitored by thin layer chromatography that showed almost complete disappearance of the starting material. [TLC solvent system-dichloromethane (95): methanol (5), Rf=0.3]. The reaction mixture was concentrated to dryness and dissolved in ethyl acetate (20 mL). The organic layer was washed with water and 10% sodium bicarbonate solution and then dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography using dichloromethane (96): methanol (4) as eluent to give the hydrazone 3 (0.116 g, 92%).

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.

Reference£º
Patent; CellGate, Inc.; US6669951; (2003); B2;,
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.

A methanol solution (20 mL) of sodium acetate (360 mg,4.39 mmol) and propanethiol (304 mg, 4.00 mmol) was dropwisedinto a methanol solution (16 mL) of 2,3-dibromomaleimide (2.04 g,8 mmol)over 1 h. On completion of addition, the solution was stirredat room temperature for another 3 h. After that, the solutionwas concentrated and the crude product was purified by columnchromatography (SiO2, petroleum ether/ethyl acetate = 3/1) to producethe yellow solid product (520 mg) with a yield of 52%.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Long, Shiyu; Tang, Qingquan; Wu, Ying; Wang, Luoxin; Zhang, Ke; Chen, Yongming; Reactive and functional polymers; vol. 80; 1; (2014); p. 15 – 20;,
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.

Preparation of the Compound I.1: (alphaS,3R,4S) 4-hydroxy alpha-amino acetic 3-pyrrolidine acid or (alphaS,3R,4S) alpha-amino-(4-hydroxy-pyrrolidin-3-yl)acetic acid Cycloaddition of the nitrone 1 (corresponding to the compounds of formula (III)) on commercial N-Bn-3-pyrroline 2 (corresponding to the compounds of formula (IV)): synthesis of 3 (corresponding to the compounds of formula (II)): The nitrone 1 (392 mg, 1.64 mmol) [24, 25] and commercial N-Bn-3-pyrroline 2 in excess (314 mg, 1.97 mmol, 1.2 equiv.) are introduced into a flask adapted to a Biotage Initiator microwave reactor. After having filled the flask with argon, 2.5 ml of anhydrous toluene are poured therein. The flask, sealed with a septum and mounted in the microwave apparatus is irradiated with the instruction of maintaining a temperature of 140 C. for 2 h in order to totally convert the nitrone 1. Once the flask is cooled, the reaction crude product is concentrated and then purified by flash chromatography on a silica column (ethyl acetate) in order to lead to the cycloadduct 3 (625 mg, 1.57 mmol) with a yield of 96% and total stereoselectivity (the reaction was conducted on a scale of 5 grams with similar results). Single crystals of the compound 3 were obtained from a diethyl ether solution saturated with 3, left in the cold (freezer). Rf=0.48 (EtOAc). [alpha]D=+40.4 (c 1.1, CH2Cl2). 1H NMR (400 MHz, CDCl3): delta 7.37-7.20 (m, 5H, CH-ar), 4.59 (td, J=7.0 Hz, J=3.0 Hz, 1H, H-4), 3.71-3.49 (m, 3H, NCH2Ph, H-6), 3.42 (dd, J=10.3 Hz, J=6.6 Hz, 1H, H-3), 2.78 (dd, J=10.3 Hz, J=3.0 Hz, 1H, H-5), 2.75-2.69 (m, 4H, NCH3, H-2), 2.65 (dd, J=9.4 Hz, J=3.7 Hz, 1H, H-2′, 2.58 (dd, J=9.9 Hz, J=6.6 Hz, 1H, H-5′, 2.14-2.08 (m, 1H, H-9), 2.00 (dtt, J=12.9 Hz, J=6.5 Hz, J=3.3 Hz, 1H, H-10), 1.90-1.78 (m, 2H, H-11, H-12), 1.68-1.59 (m, 1H, H-12′), 1.48 (dt, J=13.5 Hz, J=6.7 Hz, 1H, H-15), 1.38 (dd, J=12.1 Hz, J=3.2 Hz, 1H, H-13), 1.18 (t, J=12.3 Hz, 1H, H-9′), 0.95-0.85 (m, 10H, H-11′, H-14, H-16) ppm. 13C NMR (100 MHz, CDCl3): delta 172.8 (C=O), 138.9 (CIV-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) ppm. HR-ESI-QToF MS (positive method): m/z calcul. for C24H36N3O2 [M+H]+ 398.2802. found 398.2806.

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

Reference£º
Patent; Praly, Jean-Pierre; Aouadi, Kaiss; Cecioni, Samy; Denoroy, Luc; Parrot, Sandrine; US2015/175537; (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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

NHS ester 5a (8.2 mg, 7.6 muiotaetaomicron) and l-(2-aminoethyl)- lH-pyrrole-2,5-dione hydrochloride (2.2 mg, 0.011 mmol) were dissolved in anhydrous dichloromethane (305 ) at room temperature. DIPEA (2.66 mu, 0.015mmol) was added and the reaction and was stirred for 3.5 hours. The reaction mixture was concentrated and was purified by RPHPLC (CI 8 column, CH3CN/H2O, gradient, 35% to 55%). The desired product fractions were frozen and lyophilized to give maleimide, compound D5 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 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; IMMUNOGEN, INC.; YODER, Nicholas, C.; BAI, Chen; MILLER, Michael, Louis; (179 pag.)WO2017/4025; (2017); 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

The imine 17 (92 mg, 0.1 mmol, 1.1 equiv.) was dissolved in CHCI3 (6 ml.) with one drop of anhydrous MeOH to aid dissolution. Maleimide-PEG8-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 (CHCI3 with 1 % to 10% MeOH gradient) yielding 18 (81 mg). The material was purified further by preparative HPLC (method 2) to give 18 as a yellow solid (26.3 mg, 18%). Fast Formic run: LC/MS (method 3)(1 .39 min (ES+) m/z (relative intensity) 1485.00 ([M + H]+., 64).

As the paragraph descriping shows that 1334177-86-4 is playing an increasingly important role.

Reference£º
Patent; SPIROGEN SARL; HOWARD, Philip Wilson; WO2014/57072; (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.1122-10-7,3,4-Dibromo-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

To 2.5 g of 3,4-dibromo-1H-pyrrole-2,5-dione (10 mmol) and 1 g of NMM in 60 mE of THF, MeOCOC1 (10 mmol, 940 mg in 10 ml DCM) was added dropwise, stirred for 20 mm, then the reaction solution was diluted with 60 mE of DCM, washed 3 time by water, the organic phase was stirred by sodium sulfate anhydrous, concentrated, 2.65 g of methyl 3,4-dibromo-2,5-dioxo-2H-pyrrole-1 (5H)-carboxy- late was obtained. To 311 mg, 1 mmol of this compound, 2-(2-azidoethoxy)ethanamine (130 mg, 1 mmol) and 5 mE DCM was added, TEC shown the reaction finished in 20 mm, then extracted by DCM and brine, washed by NH4C1 solution, dried on sodium sulfate anhydrous, and then concentrated for column purification, flashed by 2:1 hexane and ethyl ethylate, 230 mg of 1 -(2-(2-azidoethoxy)ethyl)-3,4- dibromo-1 H-pyrrole-2,5-dione obtained. ?HNMR: 3.32 ppm (t, J=5.0 Hz, 1H), 3.40 ppm (t, J=5.0 Hz, 1H), 3.50 ppm (q, J=5.0 Hz, 1H), 3.62 ppm (t, J=5.0 Hz, 1H), 3.63-3.69 ppm (m, 3H), 3.84 ppm (t, J=5 hz, 1H). Fw: 365.9, C8H8Br2N403 Mass Peaks (1:2:1): 366.9, 368.9, 370.9

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Sorrento Therapeutics, Inc.; Fu, Yanwen; Kaufmann, Gunnar F.; Patterson, James T.; (43 pag.)US2017/137539; (2017); 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.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

Derivative 1 was synthesized using a modified procedure reported by Willner etal. [51] as it is also described by Lau etal. [31]. A cooled suspension (0 C) of molecule 4 (211 mg, 0.97 mmol) in methylene chloride (4.5 mL) was treated with triethylamine (190 muL, 1.36 mmol) and isobutyl chloroformate (175 muL, 1.34 mmol). The mixture was stirred for 1 h at 0 C and at room temperature (22 C) for about 1 h. Afterwards, tert-butyl carbazate (128 mg, 0.97 mmol) dissolved in methylene chloride (0.8 mL) was added dropwise to the mixture and stirred for an additional 12 h at 22 C. The reaction mixture was diluted with ethyl acetate (55 mL) and methylene chloride (20 mL) and washed twice with saturated NaHCO3 (2 ¡Á 50 mL), twice with 0.1 N HCI (2 ¡Á 50 mL), twice with saturated NaCl (2 ¡Á 50 mL), and finally with H2O (50 mL). The organic phase was dried (MgSO4) and evaporated to give crude derivative 1. The product was purified by flash chromatography, using a mixture of hexanes/acetone (3/2), to yield 173 mg (54 %) of 1.

17057-04-4 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Hamelin-Morrissette, Jovane; Cloutier, Suzie; Girouard, Julie; Belgorosky, Denise; Eijan, Ana Maria; Legault, Jean; Reyes-Moreno, Carlos; Berube, Gervais; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 259 – 268;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

The synthetic route of 17057-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
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: An oven-dried flask was cooled under a stream of nitrogen and charged with azomethine N-oxide 1 (5 mmol), maleimide 2 (5 mmol) and sodium dried toluene (25 mL). The flask was equipped with a reflux condenser and the mixture was refluxed for 6 hrs (Scheme 3) until the substrates were consumed as judged by TLC. On completion the reaction mixture was concentrated and the precipitated compound was filtered. The crude product consists of a mixture of cis and trans isomers which was subjected to column chromatography over silica gel (100-200 mesh) using hexane: ethyl acetate (9:1) mixture as eluent.

The synthetic route of 17057-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kaur, Anjandeep; Singh, Baldev; Jaggi, Amteshwar Singh; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 797 – 801;,
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.

Reference Example 49 Preparation of Bromo-dansyl-cystamine-maleimide A round bottomed flask was charged with di-dansyl cystamine (48 mg, 0.08 mmol), TCEP (23 mg, 1 eq), and MeOH (10 ml). The reaction mixture was stirred at ambient temperature under argon for 3 hrs. Dibromomaleimide (41 mg, 2 eq) in MeOH (10 ml), was added to the reaction mixture. After 16 hrs, the reaction mixture was concentrated in vacuo. The residue was worked up with DCM and brine. The organic layers were combined, dried (MgSO4) and purified by flash chromatography (silica gel, 0-15% EtOAC-DCM) to yield the desired compound (17 mg, 22%). 1HNMR (CDCl3, 600 MHz), delta8.5 (1H, d J 8.5 Hz aromatic H’s), delta8.2 (2H, m aromatic H’s), delta7.6 (1H, s CONH), delta7.53 (2H, m, aromatic H’s), delta7.15 (1H, d, J=7.4 Hz aromatic H’s), delta5.30 (1H, t, J 5.6 SO2NH), delta3.38 (2H, t, J 6.3 SCH2), delta3.26 (2H, q, J 6.3 NHCH2), delta2.88 (6H, s NCH3); 13CNMR (CDCl3, 150 MHz), delta165.5, 162.9, 152.2, 142.5, 134.5, 130.95, 129.94, 129.92, 129.5, 128.7, 123.3, 119.0, 118.5, 115.4, 45.5, 43.7, 30.5; IR (cm-1) 3295 (br) 1726 (s) MS (ES+) m/z relative intensity: 485 (M, 100); Exact mass calculated for [C18H19N3O4S2Br] requires m/z 484.0000. Found 783.9982.

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.

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