Category: pyrrolines

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.,17057-04-4

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.

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

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,134272-64-3

To a solution of NHS ester, 7a (5 mg, 4.82 muetaiotaomicron) and l-(2-aminoethyl)-lH- pyrrole-2,5-dione hydrochloride (1.7 mg, 9.64 muiotaetaomicron) in anhydrous dichloromethane (200 mu) was added DIPEA (1.512 mu, 8.68 muiotaetaomicron) under nitrogen. The mixture was stirred at room temperature for 4 hours and then 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, compound D7 (3.5 mg, 68% yield). LCMS = 4.61 min (15 min method). MS (m z): 1062.8 (M + 1)+.

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

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;,
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.,1122-10-7

To a stirred solution of 2,3-dibromomaleimide (255 mg, 1.0 mmol) in CH2Cl2 (20 mL) Et3N(2.0 mmol, 278 mL) and 1-mercapto-11-hydroxy-3,6,9-trioxaundecane (402 ml, 2.1 mmol) were added under an argon atmosphereand stirred for 3 h at room temperature. The reactionmixturewas evaporated, and the crude product was converted intoN-ethoxycarbonyl compound and worked up according to generalmethod A yielding compound 32b which was used in further stepswithout purification

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

Reference£º
Article; Sz?cs, Zsolt; Kelemen, Viktor; Le Thai, Son; Csavas, Magdolna; R?th, Erzsebet; Batta, Gyula; Stevaert, Annelies; Vanderlinden, Evelien; Naesens, Lieve; Herczegh, Pal; Borbas, Aniko; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1017 – 1030;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

73286-71-2, N-Boc-2-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,73286-71-2

General procedure: To a stirred solution of p-chlorobenzaldehyde, 6 (1.16 g, 8.25 mmol) and aniline 5 (1.83 g, 8.23 mmol) in anhydrous CH3CN (30 mL), 4 A molecular sieves and Sc(OTf)3 (0.81 g, 1.65 mmol) were added. The mixture was stirred at room temperature under argon atmosphere for 5 min and then treated with a solution of enamine 4 (1.50 g, 8.01 mmol) in anhydrous CH3CN (16 mL). The resulting suspension was stirred at room temperature under argon atmosphere for 3 days. Then, the resulting mixture was diluted with sat. aq. NaHCO3 (150 mL) and extracted with EtOAc (3 * 200 mL). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under reduced pressure to give a solid residue (4.71 g), mainly consisting of a diastereomeric mixture of octahydrobenzonaphthyridines 7, which was used in the next step without further purification. To a solution of crude diastereomeric mixture 7 (4.58 g of a crude of 4.71 g) in anhydrous CHCl3 (150 mL), DDQ (4.85 g, 21.4 mmol) was added. The reaction mixture was stirred at room temperature under argon atmosphere overnight, diluted with CH2Cl2 (150 mL) and washed with sat. aq. NaHCO3 (3 * 250 mL). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under reduced pressure to give a solid residue (5.33 g), which was purified through column chromatography (35-70 mum silica gel, hexane/EtOAc mixtures, gradient elution). On elution with hexane/1-Benzyl-9-(tert-butoxycarbonylaminomethyl)-5-(4-chlorophenyl)-1,2,3,4-tetrahydro-2-oxobenzo[h][1,6]naphthyridine 8EtOAc 80:20, compound 8 (1.94 g, 47% yield) was isolated as a white solid; Rf 0.83 (hexane/EtOAc 1:1). A solution of 8 (30 mg, 0.06 mmol) in CH2Cl2 (5 mL) was filtered through a 0.2 mum PTFE filter and evaporated at reduced pressure. The solid was washed with pentane (3 * 5 mL) to give, after drying under standard conditions, the analytical sample of 8 (27 mg):

73286-71-2 N-Boc-2-pyrroline 10844857, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Di Pietro, Ornella; Vicente-Garcia, Esther; Taylor, Martin C.; Berenguer, Diana; Viayna, Elisabet; Lanzoni, Anna; Sola, Irene; Sayago, Helena; Riera, Cristina; Fisa, Roser; Clos, M. Victoria; Perez, Belen; Kelly, John M.; Lavilla, Rodolfo; Munoz-Torrero, Diego; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 120 – 137;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

Example 3 Interconversion Between Compounds (VI) A solution of 4-methoxy-3-pyrrolin-2-one (3 g; 26.52 mmols) in absolute ethanol (60 ml) is treated with sodium ethoxyde (2.17 g; 31.82 mmols) under nitrogen atmosphere. The solution is refluxed for 2 hours and then poured into a 30percent NaH2 PO4 solution (200 ml) The resulting mixture is extracted with ethyl acetate (3*150 ml) and the organic phase is shacked with brine, dried over sodium sulphate and evaporated to dryness to obtain 4-ethoxy-3-pyrrolin-2-one (2.19 g; 17.24 mmols). Yield: 65percent. 1 NMR (400 mhz, CDCl3), ppm: 1.38 (3H, t), 3.89 (2H, s), 4.01 (2H, q), 5.03 (1H, s), 6.15 (1H, bs).

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Pharmacia & UpJohn S.p.A.; US5847127; (1998); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

EXAMPLE 3 (Z)-4-methoxy-5-propylidene-3-pyrrolin-2-one (IV, R2 =H, R3 =Me, R4 =Et) 23.9 g of 4-methoxy-3-pyrrolin-2-one (94.6 percent) in 1360 ml of 4 n sodium hydroxide solution and 13.2 g of propionaldehyde (97 percent) in 330 ml of methanol were reacted as described in Example 1. Data for the product was: Yield: 18.0 g (58.8 percent) Melting point: 119¡ã to 127¡ã C., colorless crystals 1 H-NMR: delta=8.62 (br.s, 1H) 5.43 (t, 1H), 5.12 (d,1H), 3.84 (s, 3H), 2.27 (m, 2H), 1.12 (t, 3H)

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Lonza, Ltd.; US4983743; (1991); A;,
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

Piperidine (0.2 mL) was added to a solution of 25 (77 mg, 63.4 pmol) in DMF (1 mL). The reaction mixture was allowed to stir for 20 minutes. The reaction mixture was carefullydiluted with DCM (50 mL) and washed with water (50 mL). The organic layers was washed with brine (100 mL), dried over Mg504, filtered and evaporated under reduced pressure to provide the unprotected valine intermediate. The crude residue was immediately redissolved in chloroform (5 mL). Mal(Peg)8-acid (56 mg, 95 pmol) and EDCI (18 mg, 95 pmol) were added, followed by methanol (0.1 mL). The reaction was allowed to stir for 3 hours at room temperature at which point completion was observed by TLC and LC/MS(1.19 mm (ES+) m/z (relative intensity) 784.25 (([M + 2H]2)/2, 100)). The reaction mixture was diluted with chloroform (50 mL), washed with water (100 mL), dried (MgSO4), filtered and evaporated in vacuo, followed by high vacuum drying, to provide the crude product. Purification by flash chromatography (gradient elution: HPLC grade 96:4 v/v CHCI3/MeOH to 90:10 v/v CHCI3/MeOH) gave 26 as a yellow solid (43 mg, 43%). 1H NMR (400 MHz, CDCI3)58.73 (s, IH), 7.88 (dd, J= 7.6, 3.9 Hz, 2H), 7.75 (d, J= 8.6 Hz, 2H), 7.52 (d, J= 2.0 Hz,2H), 7.44 (s, I H), 7.40 – 7.28 (m, 4H), 6.91 (d, J = 8.8 Hz, 2H), 6.81 (s, 2H), 6.69 (s, 2H),6.48 (s, I H), 4.72 – 4.63 (m, I H), 4.46 – 4.34 (m, 2H), 4.25 – 4.03 (m, 6H), 3.95 (s, 4H), 3.84(dd, J= 17.2, 10.1 Hz, 4H), 3.72-3.46 (m, 30H), 3.44-3.32 (m, 4H), 3.30-3.20 (m, 4H),2.75 – 2.63 (m, I H), 2.59 (s, 4H), 2.55 – 2.43 (m, 3H), 2.37 (s, 3H), 2.29 (dd, J = 12.7, 6.7Hz, IH), 2.03-1.89 (m, 4H), 1.72 (d, J= 22.7 Hz, 8H), 1.46 (d, J= 7.2 Hz, 3H), 1.01 (dd, J = 11 .5, 6.9 Hz, 6H). MS (ES) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2 100).

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.

Reference£º
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52532; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 12kg of toluene to the 50L glass reactor.5.0 kg of compound A, 7.06 kg of compound B; start stirring and heating,The temperature was raised to 120-130 ¡ã C for refluxing for 2 hours; the sample was sent to HPLC for control;At the end of the reaction, cool down to 20-25 ¡ã C,Filtration; the filter cake was vacuum dried to obtain 9.25 kg of solid intermediate 1,The HPLC purity was >99percent and the molar yield was 85percent.The filtrate is directly applied to the next batch of addition I reaction.Repeat the above operation,10.33 kg of Intermediate 1 was obtained with HPLC purity >99percent and molar yield of 97percent.

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Jiangxi Learned Xinhe Pharmaceutical Co., Ltd.; Xie Xiping; Leng Zhi; Liu Yi; Yin Qinghua; Zhang Zuofang; Ye Gang; (13 pag.)CN108383768; (2018); A;,
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 a solution of 3,4-dibromomaleimide (1.00g, 3.9mmol) and N-methylmorpholine (0.43ml_, 3.90mmol) in THF (50ml_), methylchloroformate (0.30ml_, 3.90mmol) was added and the mixture was stirred for 20minutes at room temperature. To this mixture, dichloromethane (DCM, 40ml_) was added and the organic phase was washed with water (3x100ml_), dried with MgS04. The solvent was removed in vacuo to yield the titled product as a purple powder. 1H NMR (CDCIs, 300MHz) d (ppm): 4.01 (3H, s, COCH3). 13C NMR(CDCI3, 75MHz) d (ppm): 131 .4(C=C), 54.8 (COCH3).

The synthetic route of 1122-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNILEVER PLC; UNILEVER N.V.; CONOPCO, INC., D/B/A UNILEVER; KHOSHDEL, Ezat; BATES, Susan; HAND, Rachel, Alice; HADDLETON, David, Mark; KIRBY, Gavin, William; (20 pag.)WO2019/201787; (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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

N-2-ethyl-malimide hydrochloride salt (1.0 g, 5.66 mmol) in THF (50 ml) cooled at -78 C. was added phosphoryl trichloride (0.86 g, 5.66 mmol). After stirred at -78 C. for 2 h to form (2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)phosphoramidic dichloride (2), 3-aminopropanoic acid (0.51 g, 5.70 mmol) in the mixture of THF/H2O (2:1, 30 ml) and triethylamine (1.0 g, 9.90 mmol) was added to the solution. The resulting mixture was stirred at RT for 3 h, concentrated under vacuum and purified on the SiO2 column eluted with H2O/CH3CN (1:201:10) to afford the title compound 4 (1.28 g, 78% yield). ESI MS m/z-C9H13N3O6P (M-H), cacld. 290.06. found 290.10.

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; SUZHOU M-CONJ BIOTECH CO., LTD; Zhao, Robert Yongxin; US2015/284416; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem