Category: pyrrolines

151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10 mg (9.3 mumol) of N-(3-carboxypropyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(2R)-1-phenyl-4-(4-sulphophenyl)butan-2-yl]amino}propyl]pyrrolidin-1-yl}-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide, 3.5 mg (10.3 mumol) of 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide trifluoroacetate, 4.3 mg (11.2 mumol) of HATU and 4.9 mul (28 mumol) of Huenig’s base were stirred in 1 ml of DMF at RT for 20 h. Subsequently, the reaction mixture was purified by prep. HPLC. [2231] 4.2 mg (92% purity, 33% of theory) of the title compound were obtained. [2232] LC-MS (Method 1): Rt=0.91 min; MS (ESIpos): m/z=1166 (M+H)+

As the paragraph descriping shows that 151038-94-7 is playing an increasingly important role.

Reference£º
Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
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

Nitrone 12 (149 mg, 0.72 mmol) and N-benzyl-3-pyrroline 2 (170 muL, 0.89 mmol) were dissolved in toluene (2 mL) containing a few drops of CH2Cl2 for solubilization. Cycloaddition was completed after stirring for 1 h at 80 C under micro-wave irradiation. The solvent was evaporated under reduced pressure and purification of the residue by silica gel column chromatography (mobile phase: 1/9 EtOAc/toluene) afforded cycloadduct (+-)-16 (180 mg, 68% yield). Colourless oil; Rf = 0.6 (EtOAc/toluene 1/4). 1H NMR (500 MHz, 50 C, CDCl3) delta 7.25-7.45 (m, 10H, H-Ar), 4.62 (dd, 1H, J = 4.9 Hz, J = 7.6 Hz, H-4), 4.22 (d, 1H, 2J = 13.7 Hz, ONCH2Ph), 4.12 (dq, 2H, 3J8,9 = 7.1 Hz, J = 1.6 Hz, H-8), 4.05 (d, 1H, 2J = 13.7 Hz, ONCH2Ph), 3.68 (d, 1H, 2J = 13.2 Hz, NCH2Ph), 3.61 (d, 1H, 2J = 13.2 Hz, NCH2Ph), 3.39 (d, 1H, 3J = 7.0 Hz, H-6), 3.28 (q, 1H, 3J = 7.0 Hz, H-3), 3.00 (d, 1H, 3J = 11 Hz, H-5′), 2.95 (d, 1H, 3J = 9.6 Hz, H-2′), 2.32 (br s, 1H, H-2), 2.21 (br s, 1H, H-5), 1.24 (t, 3H, 3J = 7.1 Hz, H-9). 13C NMR (126 MHz, 50 C, CDCl3) delta 170.28 (C=O), 138.64, 136.93, 129.50, 128.76, 128.44, 128.30, 127.47, 127.23 (12C-ar), 81.05 (C-4), 73.09 (C-6), 61.24 (C-8), 60.92 (C-10), 59.06 (C-11), 58.88 (C-5), 56.94 (C-2), 52.23 (C-3), 14.23 (C-9). 2D NOE correlations were confirmed by 1D NOE experiments with selective irradiations (H-3, H-4, or H-6), showing signals enhancements as follows: H-3 irradiation: enhancements of H-2: 3.7%, H-2′: 1.7%, H-4: 5.2%; irradiation of H-4: enhancements of H-3: 3.9%, H-5: 2.9%, H-5′: 2.0%, H-6: 1.0%; irradiation of H-6: enhancements of H-2: 0.9%, H-2′: 3.9%, H-4: 1.4%. HRMS-ESI, positive mode: m/z calcd for C22H27N2O3 [M+H]+: 367.2016; found: 367.2009.

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

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

55750-48-6, Methyl 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

A mixture of compound 301 (8.16 g, 35.0 mmol, 1.0 eq. ) and saturated NaHCO3(40 mL) was cooled to 0 , to which compound 409 (5.43 g, 35.0 mmol, 1.0 eq. ) was added in portions. After stirring at 0 for 1 h, the reaction was warmed to r.t. and stirred for 1 h. The reaction was extracted with DCM (3 ¡Á 100 mL) and the organic extract was washed with brine, dried over anhydrous Na2SO4, concentrated and purified by SiO2column chromatography to give a white solid (6.76 g, 62%yield) . MS ESI m/z calcd for C15H23NO6[M+H]+314.15, found 314.15.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

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

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.

The synthesis of the compound tert-butyl (25S)-22-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-25-[(tert-butoxycarbonyl)amino]-1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4,21-dioxo-7,10,13,16-tetraoxa-19-thia-3,22-diazahexacosan-26-oate was carried out analogously to the synthesis of Intermediate C18. 37.4 mg (0.04 mmol) of (6S)-9-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-6-(tert-butoxycarbonyl)-2,2-dimethyl-4,10-dioxo-3,15,18,21,24-pentaoxa-12-thia-5,9-diazaheptacosan-27-oic acid. 9.2 mg (0.05 mmol) of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1). This gave 23.4 mg (49% of theory) of the compound tert-butyl (25S)-22-{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}-25-[(tert-butoxycarbonyl)amino]-1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4,21-dioxo-7,10,13,16-tetraoxa-19-thia-3,22-diazahexacosan-26-oate. LC-MS (Method 1): Rt=1.47 min; MS (ESIpos): m/z=1057 [M+H]+.

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

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

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.

2,3-Dibromomaleimide(2.55 g, 10.0 mmol)Placed in 100mL three-necked flask,Was dissolved in 30 mL of dry DMF,Nitrogen protection,Down to 0 ,Sodium hydride was added in two portions(480 mg, 12 mmol, 60% by mass dispersed in paraffin).After 1 h, 10 mL of dry DMF was addedDissolved chloromethyl benzyl methyl ether(2.08 mL, 15 mmol),The reaction was allowed to proceed to room temperature for 2 h.After falling to 0 ,The reaction was quenched by the addition of 20 mL of saturated ammonium chloride solution,Ethyl acetate extraction,The organic phase was dried over anhydrous sodium sulfate and concentrated,Pressurized column chromatography Petroleum ether: ethyl acetate = 50: 1 (v / v)To give 3.55 g of the compound N-benzyloxymethyl-2,3-dibromomaleimide,Yield 94%.A magnesium wire (432 mg, 18.0 mmol)Was placed in a 100 mL dry three-necked flask,4 mL of dry tetrahydrofuran was added,Argon replacement,After the introduction of anhydrous bromoethane(1.35 mL, 18.0 mmol),Reaction at room temperature for 15min then rose to 40 reaction 30min.The indole was introduced with a catheter(2.11 g, 18.0 mmol),Reaction 1h.N-benzyloxymethyl-2,3-dibromomaleimide (3.29 g, 8.9 mmol) was added,Reaction at room temperature for 4h.The reaction was quenched by the addition of 20 mL of saturated ammonium chloride solution,Ethyl acetate extraction,The organic phase was dried over anhydrous sodium sulfate and concentrated,Pressure column chromatography,Petroleum ether: ethyl acetate = 4: 1 (v / v)To give 3.46 g of compound 185a,Yield 94%.

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; Ocean University of China; The Key Laboratory of Chemistry Natural Products of Guizhou Province and Chinese Academy; Zhu, Weiming; Ma, Hongguang; Wang, Liping; Xu, Zhihong; Zhang, Yapeng; Wang, Yi; Liu, Peipei; Hao, Jiejie; (142 pag.)CN106146475; (2016); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 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

Step 1 : To a 100 mL round bottom flask was added 6-amino-1 -hexanol (1 .00g, 6.44 mmol) in saturated NaHC03aqueous solution (12.0 mL). The mixture was cooled at 0C, and N- methoxycarbonylmaleimide (0.750 g, 6.44 mmol) was added. The reaction mixture was stirred at 0C for 1 .5 hours. Then the reaction mixture was acidified at 0C with 2 M HCI to pH1 . The acidified reaction mixture was extracted with ethyl acetate (AcOEt). The organic layer was concentrated. The residue was dissolved in DCM, loaded onto a silica gel column, and eluted with MeOH/DCM (0-4%) to obtain 1 -(6-hydroxyhexyl)-1 H-pyrrole- 2,5-dione as white solid, MS m/z 198.2 (M+1 ).1H NMR (400 MHz, CDCI3): delta 6.68 (s, 2H), 3.63 (t, d = 6.4 Hz, 2H), 3.52 (t, d = 7.2 Hz, 2H), 1 .63-1 .52 (m, 4H), 1 .43-1 .28 (m, 4H).

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; JIN, Yunho; WO2015/95301; (2015); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem