Heterocyclic Building Blocks-Pyrrolines

6913-92-4,6913-92-4, 1-Benzyl-3-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the acetylene (1.1 eq) in 1,2-dichloroethane, was added CO2(CO)8 (1.1 eq) and the mixture was stirred 2 hours at room temperature. A solution of the pyrroline (1 eq) in 1,2-dichloroethane and the additive (dimethylsulfoxide or cyclohexylamine) (3.5 eq) were added and the mixture was heated at 83C for 20 hours. The reaction mixture was filtered through celite and washed with CH2Cl2. The filtrate was concentrated and the crude was purified by flash chromatography. From phenylacetylene (5.0 g, 48.3 mmol), Co2(CO)8 (16.5 g, 48.3 mmol), 1-benzyl-3-pyrroline (7.0 g, 43.9 mmol), dimethylsulfoxide (12.0 g, 153.8 mmol) and 1,2-dichloroethane (200 ml). Purification: silica gel, gradient dichloromethane to dichloromethane:methanol 1%, afforded the product (5.9 g, 46%) as yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 7.72 (m, 2H), 7.65 (d, J=3Hz, 1H), 7.40-7.18 (m, 8H), 3.49-3.63 (AB system, 2H), 3.36 (m, 1H), 3.19 (d, J=9Hz, 1H), 2.94 (m, 1H), 2.83 (d, J=9Hz, 1H), 2.43 (t, J=9Hz, 1 H), 2.37 (t, J=9Hz, 1 H). 13C NMR (75 MHz, CDCl3) delta (ppm) 208.94, 159.74, 143.79, 138.30, 131.47, 128.45, 128.38, 128.34, 128.18, 58.91, 56.79, 55.89, 50.24, 42.58. MS (El+) m/z: 289.14 (M+).

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

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1849772; (2007); 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.

Trifluoroacetic acid/N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}-2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetamide (1:1) 200 mg (0.805 mmol) of tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate, 150 mg (0.966 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 560 mul (3.2 mmol) of N,N-diisopropylethylamine were dissolved in 10 ml of dimethylformamide, and 459 mg (1.21 mmol) of HATU were added. The reaction mixture was stirred at RT for 30 minutes. The solvents were evaporated under reduced pressure and the residue was dissolved in dichloromethane. The organic phase was washed twice with 5% citric acid solution and dried over magnesium sulphate, and the solvent was evaporated under reduced pressure. The residue was purified using Biotage Isolera (silica gel, column 25 g SNAP, dichloromethane:methanol 98:2). This gave 276 mg (89% of theory) of tert-butyl {2-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]ethyl}carbamate. LC-MS (Method 1): Rt=0.67 min; MS (ESIpos): m/z=386 (M+H)+.

25021-08-3, As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

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.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

The synthesis of ACPM was performed essentially according to the method described in the patent [35]. The typical synthetic procedure is as follows: To a solution of CPMI (3.01 g, 13.9 mmol) and TEA (2.0 mL) in toluene (100 mL) was added DPPA (3.00 mL,13.9 mmol), and the resulting solution was stirred at room temperaturefor 48 h. After the reaction mixture was evaporated in vacuo, an oily residue was flash chromatographed over activated silica using chloroform as an eluant. The eluate was evaporated in vacuo to give ACPM as a yellow solid (2.86 g, 85.1%)., 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; Ikeda, Toshiaki; Oikawa, Daisuke; Shimasaki, Toshiaki; Teramoto, Naozumi; Shibata, Mitsuhiro; Polymer; vol. 54; 13; (2013); p. 3206 – 3216;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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

Reference Example 1; tert-Butyl (3aR*,9bR*)-2,3,3a,4,5,5a,9a,9b-octahydro-lH- pyrrolo[3,2-c]quinoline-1-carboxylate; Sodium (1.2 g, 50 mmol) was dissolved in methanol (15 ml), aniline (0.9 g, 10 mmol) was added at room temperature, and the mixture was stirred for 10 min. This mixture was added to a suspension of paraformaldehyde (0.42 g, 14 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 5 hrs. The reaction mixture was poured into ice water, and the mixture was extracted with diethyl ether. The extract was dried (over anhydrous MgS04), and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (20 ml), tert-butyl 2,3-dihydro- 1H-pyrrole-1-carboxylate (850 mg, 5 mmol) was added and the mixture was heated under reflux for 18 hrs. The residue was subjected to column chromatography using silica gel (30 g) and eluted with hexane-ethyl acetate (9: 1-4:1, v/v) to give the title compound (180 mg, 12%) as an amorphous form. ?H-NMR (CDC13) 8: 1 . 48 (9H, d, J=6.1 Hz) , 1 . 76-2 . 01 (2H, m), 2.23-2.45 (lH, m), 3.13-3.57 (5H, m), 5.09 (lH, dd, J=47.2,4.0 Hz), 6.54-6.85 (2H, m), 7.10-7.23 (2H, m). LC/MS (ESI) m/z: 275 (MH+).

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); 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.

N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-N-{3-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]propyl}-L-alaninamide The title compound was prepared from Example M9 first by coupling with N-[(benzyloxy)carbonyl]-L-valyl-L-alanine in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protective group was removed by hydrogenating for 1 hour over 10% palladium on activated carbon at RT under hydrogen standard pressure and then converting the deprotected intermediate into the title compound by coupling with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine. LC-MS (Method 1): Rt=1.21 min; MS (ESIpos): m/z=777 (M+H)+.

25021-08-3, As the paragraph descriping shows that 25021-08-3 is playing an increasingly important role.

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
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, General procedure: In a 100 mL dry one-neck round bottom flask equipped with a magnetic stir bar, 3,4-dibromomaleimide (1.00 equiv) was added under N2 atmosphere. Acetone (0.62 M) and K2CO3 (1.10 equiv) were successively added and vigorously stirred for 10 min. Then, the corresponding alkylating reagent (1.20-1.40 equiv) was added to one portion. The reaction was stirred during the overnight period and quenched by solvent evaporation and extraction with AcOEt (3 x 20 mL). The crude sample from the reaction was purified by column chromatography. The spectroscopic data match perfectly with those previously described.

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

Reference£º
Article; Mendoza-Macias, Claudia Leticia; Solorio-Alvarado, Cesar Rogelio; Alonso-Castro, Angel Josabad; Alba-Betancourt, Clara; Deveze-Alvarez, Martha Alicia; Padilla-Vaca, Felipe; Reyes-Gualito, Arturo; Chemical Papers; vol. 74; 5; (2020); p. 1429 – 1438;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

541-59-3,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.

Example 1 N-(Methoxycarbonyl)maleimide (Compound 1) Methylchloroformate (4.4 mL, 56.7 mmol, 1 eq) was added to a solution of maleimide (5.5 g, 56.7 mmol, 1 eq) and NMM (6.2 mL, 56.7 mmol, 1 eq) in 200 mL of EtOAc at 0 C. The suspension was stirred at 0 C. for 30 minutes, filtered and washed with EtOAc. Filtrate and washings were combined and washed with cold water and dried over anhydrous Na2SO4. After filtration and evaporation under vacuum a pink solid was obtained. Purification by column chromatography on silica gel (Hexane-EtOAc, 1:1, v/v) provided the product (4.8 g, 55%).

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

Reference£º
Patent; ENZON PHARMACEUTICALS, INC.; US2010/233190; (2010); 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

Procedure: Bromine (0.20 ml, 3.88 mmol) was added to a solution of 1 – (2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4- azahentriacontan-31 -oic acid (1000 mg, 1 .69 mmol) in methylene chloride (17 ml). After stirring for 14 h, the solution was cooled to -10C in an ice/brine bath and diisopropylethylamine (1 .5 ml, 8.61 mmol) was slowly added dropwise. After stirring for an additional 24 h, during which time the solution warmed to ambient temperature, the solution was concentrated under reduced pressure to afford crude 1 -(3-bromo- 2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4- azahentriacontan-31 -oic acid. UPLC/MS 1 .18 min (5-95% acetonitrile/water + 0.1 % formic acid over 2 min, hold at 95% for 0.5 min, then 95-5% over 0.1 min, and hold at 5% for 0.4 min. Column used was Waters BEH C18 1 .7 muiotatauiota, 2.1 x 50 mm, flow rate was 0.8 mL/min.), m/z 671 .6 and 673.6 [M+H]+.

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.

Reference£º
Patent; IGENICA BIOTHERAPEUTICS, INC.; JACKSON, David, Y.; HA, Edward; SAUER, Paul; BOWERS, Simeon; BRUHNS, Maureen, Fitch; MONTEON, Jorge; BEHRENS, Christopher; HALCOMB, Randall, L.; (281 pag.)WO2016/64749; (2016); A2;,
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.

(0432) NHS ester 1a (8.2 mg, 7.6 mumol) (prepared according to procedures described in US 2016/0082114, incorporated herein by reference) and 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (2.2 mg, 0.011 mmol) were dissolved in anhydrous dichloromethane (305 muL) at room temperature. DIPEA (2.66 muL, 0.015 mmol) was added and the reaction and was stirred for 3.5 hours. The reaction mixture was concentrated and was purified by RPHPLC (C18 column, CH3CN/H2O, gradient, 35% to 55%). The desired product fractions were frozen and lyophilized to give maleimide, compound D1 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, As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; Hilderbrand, Scott A.; Hutchins, Benjamin M.; (94 pag.)US2018/208562; (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.6913-92-4,1-Benzyl-3-pyrroline,as a common compound, the synthetic route is as follows.

6913-92-4, To an ice-cooled solution of 1-benzyl pyrroline (0. 01 mol), 98% H2SO4 (0.012 mol), water (1.5 g), and acetone (10 mL) in a round bottom flask was added 77% m- CPBA (0. 013 mol) with stirring, and allowed to react for about 50 h at room temperature. After completion of the reaction (TLC monitor), acetone was evaporated under reduced pressure, and the mixture was neutralized by 1M NAOH, and extracted with toluene (30 mL X3). The precipitates that appeared were filtered, and the filtrate was repeatedly washed with water (30 mL x2). After the solvent was evaporated under reduced pressure, pure product was obtained in 77% yield via column chromatography (silica gel, CH2CL2 : EtOAc: MeOH, 7.5 : 2.00 : 0.5).

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

Reference£º
Patent; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem