Month: August 2020

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

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

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

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

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1193-54-0,3,4-Dichloro-1H-pyrrole-2,5-dione,as a common compound, the synthetic route is as follows.

A solution of 6.64 g [0.04 mol] of dichloromaleimide (VI-2) in 40 ml of methanol is introduced at 65 C. and, over the course of about 10 minutes, a solution, likewise heated at 65 C., of 13.89 g [0.056 mol] of sodium thiosulfate pentahydrate in 40 ml of water is added dropwise. After the end of the addition, the mixture is stirred for hour more at 65 C. Thereafter the reaction mixture is cooled to 15 C., 10 and of water are added, and it is stirred for 15 minutes. Thereafter the solid is isolated by filtration with suction, washed with 30 ml of water and then 15 ml of MODEL and dried. This gives 3.6 g of dark-green solid, which according to HPLC analysis is composed to an extent of 99.6 area-% of the compound (I-2), corresponding to a yield of 71% of theory.

As the paragraph descriping shows that 1193-54-0 is playing an increasingly important role.

Reference£º
Patent; Bayer CropScience AG; US2011/257411; (2011); 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.

(a) 40.0 g (0.25 mol) of N-benzyl-3-pyrroline are dissolved in 400 ml of benzene. 53.0 g (0.25 mol) of 2,2,2-trichloroethyl chloroformate are introduced into this solution in the course of 30 minutes, at 0 and under a nitrogen atmosphere. The reaction mixture is stirred for a further 1 hour at 0, then washed at room temperature twice with, in each case, 100 ml of a mixture of water and 2 N hydrochloric acid (3:1) and then twice with water, dried over sodium sulphate and evaporated under a water pump vacuum. The oily residue is distilled under a high vacuum and, after 24 g of benzyl chloride has been separated off, N-(beta,beta,beta-trichloroethoxycarbonyl)-3-pyrroline with a boiling point of 84-85 C./0.12 mm Hg is obtained.

As the paragraph descriping shows that 6913-92-4 is playing an increasingly important role.

Reference£º
Patent; Ciba-Geigy Corporation; US4160837; (1979); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

872-32-2, 2-Methyl-1-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4 Preparation of 2-(Pyrrolidin-2-ylidenemethyl)-1-Pyrroline To a solution of diisopropylamine (11.1 g, 109.7 mmol) in THF (200 mL) was dropwise added n-BuLi (2.89 M, 37.97 mL, 109.7 mmol) at -78¡ã C. under nitrogen. Once all the n-BuLi was added, the temperature was adjusted to -5¡ã C., and the reaction mixture was stirred for 30 min. Then a solution of 2-methyl-1-pyrroline (5.65 g, 67.9 mmol) in THF (15 mL) was added dropwise to the reaction mixture at -5¡ã C., and then stirred. After 30 min, 2-methylthio-1-pyrroline (6.02 g, 52.3 mmol) was added dropwise over 30 min at -78¡ã C. The reaction mixture was stirred as the temperature was allowed to gradually rise to room temperature, and was continuously stirred at room temperature overnight. THF solvent was removed under reduced pressure, then 50 mL of methanol was added dropwise to the residue. After removing all of the volatile solvent, pentane (2.x.100 mL) was added to the residue, and the mixture was filtered. Concentration of the filtrate under reduced pressure, followed by vacuum distillation (65¡ã C. at 110 mtorr), delivered 6.2 g of product (79percent). 1H NMR (CD2Cl2, 500 MHz): delta 7.89 (s, br, 1H), 4.65 (s, 1H), 3.64 (t, 2H, J=7.2 Hz), 2.51 (t, 2H, J=8.0 Hz), 1.85 (m, 2H). 13C NMR (CD2Cl2, 125 MHz): delta 167.0, 81.7, 53.7, 34.8, 23.2.

As the paragraph descriping shows that 872-32-2 is playing an increasingly important role.

Reference£º
Patent; Park, Kyung-Ho; US2007/191638; (2007); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To the solution of dibromomaleimide 1a orN-methyldibromomaleimide 1b (1 mmol) in THF (20 ml)was added solution of the thiophenol (2.2 mmol) and triethylamine(2.2 mmol) in one portion. The resulting solutionwas stirred at room temperature for 1 h, then evaporated invacuo and the residue was redissolved in ethyl acetate-water(20 + 20 ml) mixture. The organic layer was separated,washed with aq. NaHCO3, dried over anhydrous Na2SO4and evaporated. The residue was purified by flash chromatography(ethyl acetate: petroleum ether 3:1).

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

Reference£º
Article; Panov, Alexey A.; Lavrenov, Sergey N.; Simonov, Alexander Y.; Mirchink, Elena P.; Isakova, Elena B.; Trenin, Alexey S.; Journal of Antibiotics; vol. 72; 2; (2019); p. 122 – 124;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem