Category: pyrrolines

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: To a solution of vinylallene 1 (0.29 g, 1mmol) in dry toluene (5 ml) was added a solution of N-(4-substituted-phenyl)maleimide 2a-g(1.5 mmol) or maleic anhydride 2 (0.15 g, 1.5 mmol) in the same solvent (5 ml) under an argonatmosphere, and the mixture was stirred for 15 min. Then, the mixture was heated at reflux forseveral hours (see Table 2, in the case of maleic anhydride 2 – for 12 hours). After the reactionwas completed as monitored by TLC (eluent: ethyl acetate-hexane 4:1), the solvents wereevaporated under reduced pressure to give a residue, which was purified by silica gel with ethylacetate/hexane as eluent to afford the cyclic products 4-[5-(Diphenylphosphinoyl)-4-isopropylidene-1,3-dioxo-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]benzoic acid (3f). Pale yellow crystals, yield 80%, 0.41 g, mp 290-292 oC; IR (max, cm-1):1778 and 1709 (C=O), 1589-1605 (C=C-C=C), 1437, 1462 (Ph), 1150 (P=O). 1H NMR (600.1MHz, DMSO-d6): H 1.50 (s, 3H, CH3), 1.85 (s, 3H, CH3), 2.21 (m, 2H, H7), 3.62 (tt, J 7.2 Hz,J 4.9 Hz, 1H, H7a), 4.55 (d, J 7.2 Hz, 1H, H3a), 6.62 (tt, J 4.2 Hz, J 17.2 Hz, 1H, H6), 7.43-7.75(m, 10H, 2Ph), 8.05-8.20 (m, 4H, C6H4), 9.32 (1H, s, CO2H). 13C NMR (150.9 MHz, DMSO-d6):dC 23.6 (2CH3), 25.3 (J =8.1 Hz, C-7), 44.0 (J 4.9 Hz, C-7a), 46.7 (J 7.9 Hz, C-3a), 126.0-128.2(C6H4), 128.4-135.2 (2Ph), 134.0 (J 6.1 Hz, C-4), 136.3 (J 7.8 Hz, C(CH3)2), 146.3 (J =119.4 Hz,C-5), 149.0 (J 6.7 Hz, C-6), 169.9 (CO2H), 176.7 (C-1), 178.8 (C-3). 31P NMR (242.9 MHz,DMSO-d6): dP = 23.3. Anal. Calcd for C30H26NO5P (511.50): C, 70.44; H, 5.12; N, 2.74. Found:C, 70.48; H, 5.05; N, 2.70, 17057-04-4

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

Reference£º
Article; Ivanov, Ivaylo K.; Ismailov, Ismail E.; Christov, Valerij Ch.; ARKIVOC; vol. 2013; 4; (2013); p. 152 – 163;,
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

1-ethyl-3-(3?-dimethylaminopropyl)carbodiimide (EDCI, 33 mg, 0.172 mmol) was added to a solution of crude 63 (0.172 mmol) and Mal-(PEG)8-acid (100 mg, 0.172 mmol) in dry dichloromethane (10 mL). The reaction was stirred for 2 hours and the presence ofstarting material was no longer observed by LC/MS. The reaction was diluted withdichloromethane and washed sequentially with water and brine. The organic phase was dried over magnesium sulphate filtered and excess dichloromethane removed by rotary evaporation under reduced pressure. The resulting residue was subjected to flash column chromatography (silica gel; 100% chloroform to 10% methanol in chloroform). Pure fractions were collected and combined and excess eluent was removed by rotaryevaporation under reduced pressure to give 64 or DL5 (60 mg, 25% over 3 steps).

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; STEM CENTRX, INC.; SPIROGEN SARL; TORGOV, Michael; HOWARD, Philip Wilson; WO2014/130879; (2014); A2;,
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1-Pyrroline | C4H7N – PubChem

55750-49-7, Ethyl 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

(11) Synthesis of the following IL- Ira conjugate:JV-(ethoxycarbonyl) maleimide (0.53 g, 3.1 mmol) was added to N-(tert- butoxycarbonyl)-ethylenediamine (0.40 g, 2.5 mmol) in saturated aqueous bicarbonate solution (15 mL) at 00C. The reaction mixture was stirred for 30 min at 00C, and then stirred for an additional 1.0 hour at room temperature. The aqueous layer was extracted with methylene chloride (30 mL) three times. The combined organic layers were dried over anhydrous magnesium sulfate and concentrated under vacuum.

55750-49-7, The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YUAN, Ta Tung; CHUANG, Shih-Hsien; LIU, Tzu-Yin; WO2011/9047; (2011); A2;,
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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.

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo- SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2-aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H20). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (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.; CHITTENDEN, Thomas; DECKERT, Jutta; HICKS, Stuart, William; LAI, Katharine, C.; PARK, Peter, U.; RUI, Lingyun; TAVARES, Daniel, J.; KOHLI, Neeraj; (274 pag.)WO2018/129029; (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.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.

EDCI .HCI (0.203 g, 1 .06 mmol, 1 .1 eq.) was added to a solution of compound 32 (0.86 g, 0.96 mmol, 1 .0 eq.) and Mal-dPEG8-OH (0.57 g, 0.96 mmol, 1 .1 eq.) in dry DCM (30 mL) and CHC (to give a clear solution). The clear solution was stirred at room temperature for 18h. then a further portion of EDCI.HCI (0.037 g, 0.19 mmol, 0.2 eq.) was added and reaction continued for a further 24h. The reaction mixture was diluted with DCM (70 mL) washed with water (100 mL), brine (100 mL), dried (MgS04) and evaporated under reduced pressure to give a yellow foam. Purification by flash column chromatography [CHC /MeOH 0% to 6% in 1 % increments] gave the product as an off white foam (0.56 g, 40%). Analytical Data: RT 6.13 min; MS (ES+) m/z (relative intensity) 1468 {[M + H]+ , 20), 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 fields.

Reference£º
Patent; MEDIMMUME LIMITED; HOWARD, Philip Wilson; DUNNY, Elizabeth; MASTERSON, Luke; (151 pag.)WO2017/137553; (2017); A1;,
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1-Pyrroline | C4H7N – PubChem

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.

EMCH-TFA (3 equiv) and 0.75 equiv TFA were added to an anhydrous ethanol (dried by 3 A molecular sieves, superactivated by heating to 150 C under a vacuum of 0.1 Torr) solution (8.57 mL) of PPD (15 mg, 18.3 muiotaetaomicron, 1 equiv) and stirred under a nitrogen atmosphere overnight at room temperature. The extent of the reaction was monitored by HPLC (Method 1.3). Once 90% complete by HPLC, the solution was evaporated to dryness and the residue redissolved in anhydrous DMSO. PPD/PPD-EMCH was precipitated by adding at least 3 volumes of PBS (pH 7.4). The precipitate was washed with dH20 (pH > 6.5) and redissolved in DMSO. The precipitation was repeated three times, followed by further purification by radial chromatography, eluting PPD and PPD-EMCH with 90: 1 and 20: 1 chloroform:methanol, repectively. NMR spectra were obtained at 56C in deuteriochloroform (Figure 5)., 151038-94-7

The synthetic route of 151038-94-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; KOCH, Tad, H.; BARTHEL, Benjamin, L.; ROWAN, Alexander, R.H.; WO2012/167255; (2012); A1;,
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134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the NHS ester, compound 6a (12.3 mg, 0.011 mmol) and N-(2-aminoethyl)maleimide hydrochloride (2.0 mg, 0.011 mmol) in anhydrous dichloromethane (0.3 mL) was added DIPEA (0.0022 mL, 0.013 mmol). The mixture was stirred at room temperature for 3 hours then it was stripped under reduced pressure. The residue was purified by semi-preparative reverse phase HPLC (CI 8 column, CH3CN/H2O). The fractions that contained pure product were combined, frozen and lyophilized to give the desired maleimide, compound D6 (10 mg, 80% yield). LCMS = 8.3 min (15 min method). MS (m/z): 1181.8 (M + 1)+.

134272-64-3, 134272-64-3 N-(2-Aminoethyl)maleimide Hydrochloride 22118207, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; IMMUNOGEN, INC.; MACROGENICS, INC.; HICKS, Stuart William; YODER, Nicholas C.; BARAT, Bhaswati; BONVINI, Ezio; DIEDRICH, Gundo; JOHNSON, Leslie S.; LOO, Deryk; SCRIBNER, Juniper A.; (260 pag.)WO2018/119196; (2018); A1;,
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1585-90-6, 1-(2-Hydroxyethyl)-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

80 mg (0.42 mmol) of 6-(4-fluorophenyl)pyridin-3-ol, 61.2 mg (0.43 mmol) of 1-(2-hydroxyethyl)pyrrole-2,5-dione and 155.3 mg (0.59 mmol) of triphenylphosphane were dissolved in 20 ml of THF. After cooling to 0¡ãC, 136.2 mg (0.59 mmol) of azodicarboxylic acid di-tert-butyl ester in 3 ml THF were slowly added. The mixture was stirred at room temperature for 6 h, evaporated and treated with ethyl acetate and diluted hydrochloric acid. The aqueous layer was evaporated and purified by chromatography (RP18, acetonitrile/water containing 0.1 percent TFA). Yield: 17 mg. MS: M+H+ = 313.1.

1585-90-6, As the paragraph descriping shows that 1585-90-6 is playing an increasingly important role.

Reference£º
Patent; Sanofi-Aventis Deutschland GmbH; EP1741709; (2007); A1;,
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

Imide 1 (0.20 g, 1.3 mmol) was dissolvedin 5 ml of THF. Then 0.34 ml (2.0 mmol) of myrcene was added to thissolution.The mixture was left overnight at room temperature. Thereafter,THF was removed in a vacuum and the solid residue was recrystallizedfrom n-hexane to yield 0.28 g (74%) of compound 2, mp 84-85 C. 1H NMR(CDCl3) d: 1.59 (s, 3 H, Me), 1.68 (s, 3 H, Me), 2.03 (m, 4 H, CH2), 2.26(m, 2 H, CH2), 2.56 (m, 2 H, CH2), 3.17 (ddd, 2 H, CH, 3JHH 9.2 Hz,3JHH 6.3 Hz, 3JHH 3.4 Hz), 4.25 [s, 2 H, C(O)CH2N], 5.03 (br. s, 1H, =CH),5.57 (br. s, 1H, =CH). 13C NMR (CDCl3) d: 17.7, 24.0, 25.7, 25.9, 27.5,37.2, 39.2, 39.5, 39.8, 119.8, 123.6, 131.9, 140.2, 171.5, 179.2, 179.4.IR (n/cm-1): 1748, 1676 (C=O), 2728, 2601, 2520 (COOH). MS (MALDITOF),m/z: 291.9 [M + H]+, 313.8 [M + Na]+ (calc. for [M+], m/z 291.2).Found (%): C, 65.72; H, 7.07; N, 5.10. Calc. for C16H21NO4 (%): C, 65.96;H, 7.27; N, 4.81., 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
Article; Dzyurkevich, Mikhail S.; Timofeeva, Kseniya N.; Faizullin, Dzhigangir A.; Zuev, Yuri F.; Stoikov, Ivan I.; Plemenkov, Vitaly V.; Mendeleev Communications; vol. 24; 4; (2014); p. 224 – 225;,
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., 17057-04-4

As the paragraph descriping shows that 17057-04-4 is playing an increasingly important role.

Reference£º
Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem