Category: pyrrolines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.,5264-35-7

General procedure: The title compounds were synthesized according to the literature [25]. A mixture of diketone 1a or 1b (234 mmol), corresponding lactim-methylethers (258 mmol) and a catalytic amount of nickel(II) acetylacetonate (0.59 g, 2.3 mmol)was heated at 100 ¡ãC for 24 h. Then the reaction mixture was cooled. The solid products were filtered and crystallized. (In the case of 3e and 4b, water (170 mL) was added and the reaction mixture was extracted with dichloromethane (3 x 90 mL). The combined organic layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product. The crude product was purified chromatographically on silica gel.) The compounds prepared according to the procedure are summarised in Supplementary material.

The synthetic route of 5264-35-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Josefi?k, Frantis?ek; Svobodova?, Marke?ta; Bertolasi, Valerio; S?imu?nek, Petr; MacHa?c?ek, Vladimi?r; Almonasy, Numan; C?ernos?kova?, Eva; Journal of Organometallic Chemistry; vol. 699; (2012); p. 75 – 81;,
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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.,55750-48-6

Step 1: To a 100 mL round bottom flask was added 6-amino-1-hexanol (1.OOg, 6.44mmol) in saturated NaHCO3 aqueous solution (12.0 mL). The mixture was cooled at 0C, and Nmethoxycarbonylmaleimide (0.750 g, 6.44 mmol) was added. The reaction mixture was stirred at 0C for1.5 hours. Then the reaction mixture was acidified at 0C with 2 M HC1 to pHi. 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)-1H-pyrrole-2,5-dione as white solid, MS m/z 198.2 (M+1). ?H NMR (400 MHz, CDC13): oe 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).

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; ABRAMS, Tinya; COHEN, Steven; D’ALESSIO, Joseph Anthony; DAMIANO, Jason; DURR, Clemens; GEIERSTANGER, Bernhard Hubert; HU, Qi-Ying; HUBER, Thomas; IMASE, Hidetomo; JIN, Yunho; MENEZES, Daniel; MILLER, Kathy; MOHSENI, Morvarid; OU, Weijia; RENDAHL, Katherine; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; (350 pag.)WO2016/203432; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

872-32-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

General procedure: To a stirred suspension of urea hydrogen peroxide (UHP) (1.411 g, 15 mmol) in MeOH (10 mL), methyltrioxorhenium (MTO) (6.2 mg, 0.5 molpercent) was added. Within 15 min the yellow color appeared, the reaction mixture was cooled in an ice bath at -2 ¡ãC and the imine 7 or amine 8, 9 (5 mmol) was then added dropwise via syringe over 30 min. After completion of the addition, the reaction was warmed up to 20 ¡ãC. Another three portions of MTO (6.2 mg, 0.5 molpercent) were added at 30 min intervals. After each addition, the reaction mixture developed a yellow color, which then disappeared. The resulting solution was stirred at 20 ¡ãC until disappearance of the starting material (TLC control). After removal of the solvent under reduced pressure, the residue was diluted with CH2Cl2 and the undissolved urea filtered off. Removal of the solvent afforded the crude product, which was purified by flash column chromatography on neutral alumina. The product was found to be unstable, but it could be stored for several days at -30 ¡ãC under Ar atmosphere. 2-Methyl-1-pyrroline N-oxide (2b). Yield: 0.43 g, 87 percent. CH2Cl2-MeOH 200:1. 1H NMR (600 MHz, CDCl3, 298K): delta = 3.96 (m, 2H, N-CH2), 2.69 (m, 2H, CH2), 2.06 (m, 2H, CH2), 1.99 (s, 3H, CH3). 13C NMR (151 MHz, CDCl3, 298K): delta = 144.8 (C=N), 62.0 (N-CH2), 33.0 (CH2), 16.6 (CH2), 12.6 (CH3).

872-32-2 2-Methyl-1-pyrroline 70103, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Article; Zhu, De-Ping; Xu, Bao-Hua; Du, Yi-Ran; Zhang, Suo-Jiang; Tetrahedron; vol. 74; 18; (2018); p. 2230 – 2238;,
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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 58; 2-(4-Chlorophenyl)-5-(6-((3i?,4i?)-3-hydroxy-4-(methylamino)pyrrolidin-l- yl)pyridin-3-yl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(2H)-one; Example 58A. Benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate; [00268] A solution of benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (2 g, 9.8 mmol) in dichloromethane (50 niL) was cooled to 0 0C and m-CPBA (2.7 g, 11.8 mmol) was added over a period of 20 min. The reaction was stirred at room temperature for 2 days while a solid precipitated out of the solution. The solid was filtered off and the filtrate was successively washed with sat. aq. NaHSO3, 5% aq. K2CO3, and brine, dried over anhydrous Na2SO4 and then concentrated in vacuo. The residue was purified by flash chromatography (5 to 60% ethyl acetate:hexanes) to afford Example 58A (1.5 g, 70 % yield). LC-MS, [M+H]+ = 220. 1H NMR (CDCl3, 400 MHz) delta 7.28 – 7.41 (m, 5 H), 5.12 (2d, J= 3.5 Hz, 2 H), 3.81 – 3.93 (m, 2 H), 3.66 – 3.71 (m, 2 H), 3.39 (m, 2 H)., 31970-04-4

As the paragraph descriping shows that 31970-04-4 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DEVASTHALE, Pratik; WASHBURN, William, N.; WANG, Wei; HERNANDEZ, Andres; AHMAD, Saleem; ZHAO, Guohua; WO2010/47956; (2010); A1;,
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

872-32-2, General procedure: General protocol for the preparation of alkynyl imines Ml-6. percent [0070] To a solution of freshly distilled diisopropylamine (6.5 mmol, 0.93 mL) in anhydrous THF (10 mL) at 0 ¡ãC was added slowly a solution of “butyllithium (1.6 M in hexanes, 3.75 mL, 6.0 mmol, 1.2 equiv.) under argon atmosphere. After 20 min this solution was cooled to -78 ¡ãC and a solution of cyclic imine 3 (5.0 mmol) in anhydrous THF (5.0 mL) was added dropwise. The resulting mixture was then stirred at -78 ¡ãC for 2 h. A solution of alkyl iodide 4 (6.0 mmol, 1.2 equiv.) in anhydrous THF (5.0 mL) was added slowly, after which the reaction mixture was slowly warmed to 23 ¡ãC and stirred overnight. An aqueous solution of sodium hydroxide (0.5 M, 20 mL) was then added and the aqueous layer was extracted with ether. The combined organic phases were washed with a solution of sodium hydroxide (0.5 M), dried over anhydrous Na2S04. After filtration, the solvent was removed in vacuo to give the residue, which was used in the next step without further purification.

872-32-2 2-Methyl-1-pyrroline 70103, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF THE UNIVERISITY OF COLORADO, A BODY CORPORATE; WANG, Xiang; PODOLL, Jessica; CHANG, Le; WO2014/165548; (2014); 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.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.

5264-35-7, To a solution of N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]methanesulfonamide dihydrochloride (0.95 g) obtained in example 101(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.52 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (1.20 ml) at room temperature, and the resulting mixture was allowed to stand at room temperature overnight, and at the end of this time, 5-methoxy-3,4-dihydro-2H-pyrrole (0.17 g) and triethylamine (0.24 ml) were furthermore added successively, and the resulting mixture was stirred at room temperature for 6 hours and then evaporated in vacuo. Subsequently, to the residue obtained were added successively ethanol (10 ml) and a 4N solution of hydrogen chloride in dioxane (4 ml), and the resulting mixture was evaporated in vacuo. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 10 percent acetonitrile/water). The amorphous solid obtained was dissolved in 1N hydrochloric acid (5 ml), and the resulting mixture was evaporated to dryness in vacuo. The residue obtained was dissolved in water and then lyophilized to afford the title compound (0.67 g, yield: 63 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm : 1.79-1.92 (2H, m), 2.02-2.14 (4H, m), 2.99 (2H, t, J=8.0), 3.37 (3H, s), 3.41-3.58 (4H, m), 3.82-3.90 (2H, m), 4.46 (2H, d, J=6.0), 4.86 (1H, m), 6.47 (1H, dt, J=16.0, 6.0), 6.59 (1H, d, J=16.0), 7.26 (1H, d, J=9.0), 7.49-7.58 (2H, m), 7.67-7.77 (3H, m), 7.91 (1H, s) ; IR (KBr, cm-1) : 1669, 1334, 1151.

5264-35-7 5-Methoxy-3,4-dihydro-2H-pyrrole 353443, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; EP1375482; (2004); 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.31970-04-4,Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Benzyl 2,5-dihydro-lH-pyrrole-l-carboxylate (0.88 g, 4.33 mmol) was dissolved in a mixture of TEtaF (20 mL) and water (5 mL) and the resulting solution was cooled to 0 0C. NMO (0.558 g, 4.76 mmol) and OsO4 (13 mg, cat) were added and the reaction was stirred for 18 h at ambient temperature. The reaction was washed with water (15 mL) and extracted with EtOAc (3 x 20 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified by FCC eluting with 30 percent EtOAc in hexane to afford the title compound. Yield: 0.85 g, 83 percent.

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC NEUROSCIENCES GMBH; MADDEN, James; HALLETT, David James; PARKES, Alastair; RAOOF, Ali; WANG, Xialou; WO2010/20556; (2010); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

31970-04-4, Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 3c: 3, 4-CIS-DIHYDROXY-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ester To a solution of BENZYL 3-PYRROLINE-1-CARBOXYLATE (15 g, 90percent, 66.4 MMOL) IN THF (100 mL) and water (25 mL), was added osmium tetroxide (10 mL, 2.5 wt. percent solution in 2-methyl-2- propanol, 0.8 MMOL) and 4-methylmorpholine N-oxide (8.56 g, 73 MMOL) as solid. The mixture was stirred at room temperature overnight and CONCENTRATED, IN VACUO. The residue was re- dissolved in EtOAc (300 mL) and washed with aqueous NA2SO3 (1.5 G in 100 mL water) solution, aqueous NAHCO3 solution and brine. The combined aqueous layer was extracted once with EtOAc (100 mL). The combined organic extracts were dried over NA2SO4 and concentrated, in vacuo. The crude product was further purified by flash column chromatography eluting with 4-5 percent MeOH in CH2CI2 to give 15.26 G (97percent) of a white SOLID. H NMR (300 MHz, CDCl3) 8 7.34 (5H, m), 5.11 (2H, BS), 4.26 (2H, m), 3.66 (2H, m), 3.41 (2H, m), 1.56 (2H, bs).

31970-04-4, The synthetic route of 31970-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2005/21554; (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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-48-6, N-Boc-ethylenediamine (2.0 g, 12.48 mmol) was dissolved in a saturated solution of NaHCO3 (50 mL) and cooled to 0 C. N-(methoxycarbonyl)maleimide (1.9 g, 12.25 mmol) was added to the stirred solution. After 10 mins the reaction mixture was diluted with water (100 mL) and stirred for 30 min at room temperature. The reaction mixture was cooled to 0 C., and the reaction mixture was filtered and washed with ice-cold water (100 mL). Drying in high vacuum afforded the title compound (2.35 g, 9.78 mmol, 78.4% yield) as a white solid. 1H NMR (500 MHz, CDCl3): delta 6.71 (s, 2H), 4.72 (s, 1H), 3.69-3.62 (m, 2H), 3.34 (d, J=5.1 Hz, 2H), 1.41 (s, 9H).

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

Reference£º
Patent; HANGZHOU DAC BIOTECH CO., LTD.; SUN, Sanxing; ZHAO, Robert Yongxin; LI, Xing; GUO, Huihui; JIA, Junxiang; XIE, Hongsheng; ZHOU, Xiaomai; HUANG, Yuanyuan; YANG, Qingliang; ZHUO, Xiaotao; YE, Hangbo; GAI, Shun; QU, Lan; LI, Wenjun; LIN, Chen; (33 pag.)US2019/125894; (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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.,872-32-2

General procedure: Acyl chloride (1.2 mmol, 1.2 equiv) was added to a solution of 4-dimethylaminopyridine (DMAP) (1.2 mmol, 1.2 equiv) in acetonitrile (1.0 mL) at 0 ¡ãC. The reaction was stirred at room temperature for 15 min. A solution of the 5-methyl-3,4-dihydro-2H-pyrrole (1.0 mmol) in acetonitrile (1.0 mL) was added and the reaction was stirred at room temperature for 3 h. p-Toluenesulfonic acid monohydrate (3.0 mmol, 3.0 equiv) was added at 0 ¡ãC under inert atmosphere. The reaction was then stirred at room temperature for 2 h. Arylhydrazine (1.5 mmol, 1.5 equiv) was added and stirred for an addition 5 min at room temperature. The reaction was then heated to 82 ¡ãC for 20 h. The reaction cools down to room temperature. The residue was then dissolved in ethyl acetate and washed with brine and a saturated aqueous solution of NaHCO3. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude solid, which was purified by column chromatography on silica gel.

The synthetic route of 872-32-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem