Category: pyrrolines

5264-35-7, 5-Methoxy-3,4-dihydro-2H-pyrrole is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5264-35-7

A mixture of 6.2 g 2-AMINO-3-CYANO-THIOPHEN and 5,95 g 5-methoxy-3, 4-dihydro-2H- pyrrol are heated for 2 hrs. at 120 C and 1 hr. at 155 C with stirring. Upon cooling down to ambient temperature the mixture is diluted with acetone and solid particles are filtered off. The mixture is concentrated and methanol is added. The mixture is acidified with alcoholic HCl. Subsequently the product is precipitated by addition of diethylether and the crystals and dried to yield 4.5 g of 6, 7-DIHYDRO-5H-1-THIA-4A, 8- DIAZA-S-INDACEN-4-YLIDENEAMINE hydrochloride as light yellow crystals.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2004/72074; (2004); 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: A mixture of 2-methyl-1-pyrroline (2.8 g, 33.7 mmol) and the corresponding cyclic phosphite 2a-2e (30.6 mmol) were stirred in toluene (5 mL) for 4-6 h at room temperature (conversion was checked by TLC or 31P NMR), the mixture was poured into 30 mL water, slowly acidified to pH 3 with 11 N HCl then quickly extracted with tert-butyl methyl ether (TBME) (3 .x. 20 mL). The aqueous phase was basified to pH 9-10 with NaOH pellets then extracted with CH2Cl2 (4 .x. 20 mL). The combined organic phases were dried over MgSO4, filtered and roto-evaporated to give the crude aminophosphonates 3a-3e as white powders which were then purified by SiO2 column chromatography with eluent CH2Cl2/EtOH 8/1.

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

Reference£º
Article; Gosset, Gae?lle; Cle?ment, Jean-Louis; Culcasi, Marcel; Rockenbauer, Antal; Pietri, Sylvia; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2218 – 2230;,
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, 3-(2-{2-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethoxy]ethoxy}ethoxy)propanoic acid 186 mg (555 mumol) of 3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid trifluoroacetate were dissolved in 2.6 ml of saturated sodium hydrogencarbonate solution and admixed at 0 C. with 86 mg (555 mumol) of N-methoxycarbonylmaleimide. The reaction mixture was stirred at 0 C. for 40 min and at RT for 1 h, then cooled again to 0 C., adjusted to pH 3 with sulphuric acid and extracted 3* with 25 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and concentrated. 126 mg (75% of theory) of the title compound were obtained. LC-MS (Method 1): Rt=0.53 min; m/z=302 (M+H)+.

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; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; El Sheikh, Sherif; Willuda, Joerg; Kopitz, Charlotte Christine; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Joerissen, Hannah; Borkowski, Sandra; US2013/66055; (2013); A1;; ; Patent; Bayer Pharma Aktiengesellschaft; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; Sheikh, Sherif El; Willuda, Joerg; Kopitz, Charlotte C.; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Joerissen, Hannah; Brokowski, Sandra; US2014/127240; (2014); 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

55750-48-6, 22.5 mg (20 mumol) of Intermediate 101 were taken up in 2 ml of 1:1 dioxane/water and then admixed with 5.6 mg (40 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate and with 0.25 ml of saturated sodium hydrogencarbonate solution. The reaction mixture was stirred at RT for 30 min. Then another 0.25 ml of the saturated sodium hydrogencarbonate solution was added and the reaction mixture was stirred at RT for a further 15 min and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 12.8 mg (50% of theory) of the title compound were obtained as a colourless foam. [1945] HPLC (Method 5): Rt=1.9 min; [1946] LC-MS (Method 1): Rt=0.95 min; MS (ESIpos): m/z=1019 (M+H)+.

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; 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.5264-35-7,5-Methoxy-3,4-dihydro-2H-pyrrole,as a common compound, the synthetic route is as follows.

Into a 250-mL round-bottom flask, was placed 5-methoxy-3,4-dihydro-2H-pyrrole (4.4 g, 1 equiv), MeOH (50 mL), 2,2-dimethoxyethan-1-amine (4.6 g). The resulting solution was stirred for 12 hours at 60¡ã C. in an oil bath. The resulting mixture was concentrated under vacuum. This resulted in 5.7 g of N-(2,2-dimethoxyethyl)-3,4-dihydro-2H-pyrrol-5-amine as brown oil. LC-MS (ES+): m/z 173.00[MH+], tR=0.17 min (1.9 inute run)., 5264-35-7

As the paragraph descriping shows that 5264-35-7 is playing an increasingly important role.

Reference£º
Patent; Arvinas, Inc.; Crew, Andrew P.; Hornberger, Keith R.; Snyder, Lawrence B.; Zimmermann, Kurt; Wang, Jing; Berlin, Michael; Crews, Craig M.; Dong, Hanqing; (605 pag.)US2018/99940; (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.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, A 250 ml 3-neck flask equipped with a magnetic stirring bar and inside thermometer was charged with 80 ml of saturated sodium bicarbonate solution and 1.84 g (13.5 mmol) of 5-(amino-3-thiavaleric acid, TFA salt (Z2). The solution was cooled to 0 C. by means of an ice-salt bath. Then, 2,5-dioxo-2,5-dihydropyrrol-1-carboxylic acid methyl ester (2.09 g, 13.5 mmol) was added in one portion. The cooled reaction mixture was stirred for 30 minutes. The ice bath was removed and the reaction stirred for additional 3 h at ambient temperature. The reaction mixture was acidified to pH 2 with 1 N hydrochloric acid under constant cooling. The aqueous phase was extracted three times with diethyl ether (250 ml). The combined organic phases were washed twice with 150 ml of sodium bicarbonate solution and once with 150 ml of brine. The organic layer was dried over sodium sulfate and evaporated under reduced pressure without heating. The resulting solid was dissolved in 30 ml of methanol and crystallized at -18 C. The precipitate was filtered, washed with cold hexane and dried to give 1.97 g (9.15 mmol, 69%) of an off-white solid. (1154) 1H-NMR: (MeOD, 200 MHz) delta=6.87 (s, 2H); 3.79 (t, J=6.6 Hz, 2H); 3.31 (s, 2H); 2.89 (t, J=6.6 Hz, 2H). (1155) TLC (hexane/ethyl acetate 1:1): Rf=0.40.

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

Reference£º
Patent; Fresenius Kabi Deutschland GmbH; Knoller, Helmut; Heckmann, Dominik; Hacket, Frank; Zander, Norbert; Nocken, Frank; Lahiri, Saswata; Gupta, Nitin; Sanghani, Sunil; Abul, Azim; Singh, Hemant Kumar; Grewal, Sandeep; Kaur, Sandeep; US2015/297738; (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.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 ethyl N-[3-(3-amidinophenyl)-2-fluoro-2-(Z)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate (1.20 g) obtained in example 99(a) in ethanol (40 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole, (0.64 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (1.80 ml) at room temperature, and the resulting mixture was stirred at room temperature for 1 hour and allowed to stand at room temperature overnight and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 15 percent acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (5 ml) was added a 4N solution of hydrogen chloride in dioxane (1.60 ml), and the resulting mixture was evaporated to dryness in vacuo to afford the title compound (0.40 g, yield: 26 percent) as a colorless amorphous solid. 1H NMR (500MHz, DMSO-d6) delta ppm: 1.24 (3H, t, J=7.0), 1.81-1.92 (2H, m), 2.02-2.14 (4H, m), 2.96 (2H, t, J=8.0), 3.48-3.88 (6H, m), 4.21 (2H, q, J=7.0), 4.40 (2H, s), 4.62 (2H, d, J=16.0), 4.87 (1H, m), 5.98 (1H, d, J=39.0), 7.30 (1H, d, J=9.0), 7.49-7.63 (2H, m), 7.68 (1H, d, J=8.0), 7.74-7.82 (3H, m); IR (KBr, cm-1): 1669, 1354, 1156.

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

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.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.

872-32-2, General procedure: To a solution of i-Pr2NH (1.52 g, 2.1 mL, 15 mmol, 1.5 equiv) in anhyd THF (20 mL) was added n-BuLi (6 mL, 15 mmol, 1.5 equiv, 2.5 M in hexane) via a syringe at 0 ¡ãC under a nitrogen atmosphere, and the resulting solution was stirred for 30 min at 0 ¡ãC. Subsequently, 2-methyl-1-pyrroline (1; 0.83 g, 0.95 mL, 10 mmol, 1 equiv) was added via a syringe at 0 ¡ãC and the resulting solution was stirred for 1 h at 0 ¡ãC. Then, a solution of 1-benzyl-2-(bromomethyl)aziridine (2, R = Ph;8 2.25 g, 10 mmol, 1 equiv) in THF (10 mL) was added via a syringe at 0 ¡ãC and the resulting solution was stirred for 17 h at r.t. Afterwards, the reaction mixture was poured into H2O (50 mL) and extracted with Et2O (3 ¡Á 50 mL). Drying (MgSO4), filtration of the drying agent, and evaporation of the solvent in vacuo furnished 3a as an orange oil; yield: 2.12 g (9.3 mmol, 93percent). Because of the high purity of the obtained aziridines 3 (purity >95percent, 1H NMR), these compounds were used as such in the next step.

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

Reference£º
Article; Dolfen, Jeroen; D?hooghe, Matthias; Synthesis; vol. 49; 10; (2017); p. 2215 – 2222;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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

General procedure: Keeping the temperature at about 0 ¡ãC, trifluoroacetic acid (0.95 mL, 12.5 mmol), KHF2 (585 mg, 7.5 mmol), and trifluoromethyltrimethylsilane (1.9 mL, 12.5 mmol) were successively added to a solution of the corresponding imine 1, 2 or 3 (10 mmol) in dry acetonitrile (50 mL). After stirring for 12 h at rt, the solvent was gently evaporated under reduced pressure, the residue was quenched with saturated aqueous NaHCO3 (50 mL) and extracted with ether (3.x.10 mL). The combined extract was dried over Na2SO4, the solvent was evaporated at reduced pressure and the residue was purified by column chromatography on silica gel eluting with a 20/1 mixture of hexane/ethyl acetate. This afforded the tagged amine. In the case of volatile amines 4a, 4d, 5a, 6a, 8a, and 8b the combined extract was mixed with hydrochloric acid (1.5 mL), evaporated to dryness, and the residue was washed with pentane. In this way the amines 4a, 4d, 5a, 6a were isolated as hydrochloride. For comparison to the reported data, the hydrochloride of 2-Tfm-pyrrolidine 8a and 2-Tfm-piperidine 8b were again treated with aqueous NaHCO3 and were analyzed as free bases.

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

Reference£º
Article; Shevchenko, Nikolay E.; Vlasov, Katja; Nenajdenko, Valentine G.; Ro?schenthaler, Gerd-Volker; Tetrahedron; vol. 67; 1; (2011); p. 69 – 74;,
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, A flame dried flask was charged with a 0.5 M solution of 5-methoxy-3,4- dihydro-2//-pyrrole (which had been passed through a plug OfNa2SO4 prior to its usage) (1.00 g, 10.1 mmol, 1.01 equiv.) in anhydrous methanol and mesityl hydrazine hydrochloride (1.87 g, 10.0 mmol, 1.00 equiv.) was added. The solution was heated to 50 0C and conversion to the product monitored by IHNMR, (ca 30 min.), during this time it had became deep red in color. The solution was cooled to room temperature and concentrated in vacuo to the crude solid which was subsequently twice recrystallized from 200 proof EtOH to afford the title compound as a white powder (1.64 g, 6.5 mmol, 65percent yield). 1H NMR (400 MHz, DMSO) delta 10.87 (s,lH), 10.08 (s, IH), 7.14 (s, I H), 6.86 (s, 2H), 3.63 (t, 2H, J= 8.0 Hz), 2.81 (t, 2H, J= 8.0 Hz), 2.19 (s, 6H), 2.18 (s, 3H), 2.15 (shoulder, m, 2H); HRESI+/TOF-MS calcd for C13H20N3+ [M]+ 218.1652; found, 218.1646

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2007/124494; (2007); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem