Author: Jessica.F

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.

n-Butyllithium (53.0 mL, 133 mmol, 2.5 M solution in hexanes) was added dropwise to a stirred solution of diisopropylamine (18.6 mL, 133 mmol) in THF (120 mL) at 0 C. After 5 min, the solution was cooled to -78 C and a solution of 2-methyl-1-pyrroline (11.4 mL, 120 mmol) in THF (120 mL) was added dropwise. The reaction mixture was stirred at -78 C for 2 h. A solution of 1-bromo-3-chloropropane (12.5 mL, 126 mmol) in THF (120 mL) was then added dropwise and the mixture was stirred at RT for 16 h. The mixture was poured into 0.5 M aq. NaOH solution (450 mL), the product extracted into ether (3 * 500 mL), and the combined organic extracts were dried over K2CO3, filtered and concentrated in vacuo to afford 2,3,5,6,7,8-hexahydro-1H-indolizin-4-ium chloride as a yellow-orange solid (18.0 g, 94%). Rf 0.65 (100:10:1 CHCl3:MeOH:aq. NH3 (18 M)); numax (thin film)/cm-1 3396w, 2950s, 2867 m, 1644s, 1431 m, 1303 m, 1015w; deltaH (400 MHz, C6D6) 1.38 – 1.61 (6 H, m), 1.89 – 2.00 (4 H, m), 3.12 (2 H, t, J 6.5), 3.73 (2 H, app. tquin, J 7.5, 5.5, 2.0); deltaC (100 MHz, C6D6) 22.8, 23.7, 32.5, 32.7, 37.3, 44.8, 61.3, 175.5; m/z (ESI+) 162 (M(37Cl)H+, 32%), 160 (M(35Cl)H+, 100), 124 ((M – Cl)+, 35). To a stirred solution of the iminium salt (9.00 g, 56.4 mmol) in water (900 mL) was added powdered NaOH (56.4 g, 1.41 mol) and the reaction mixture was stirred at RT for 16 h. Pentane (900 mL) was added and the mixture was stirred at RT for 1 h. The separated organic layer was dried over K2CO3, filtered and concentrated in vacuo to afford the title compound as a colourless oil (5.15 g, 74%). numax (thin film)/cm-1 2930s, 1683 m, 1648w, 1445w, 1280m, 1185 m; deltaH (400 MHz, C6D6) 1.47 – 1.56 (2 H, m), 1.81 – 1.88 (2 H, m), 2.12 – 2.18 (2 H, m), 2.24 – 2.31 (2 H, m), 2.66 (2 H, t, J 6.5), 2.80 (2 H, t, J 5.5), 4.43 (1 H, tt, J 3.5, 1.5); deltaC (100 MHz, C6D6) 21.9, 22.4, 23.5, 29.2, 47.1, 53.1, 88.2 (4 carbon not observed); m/z (ESI+) 124 (MH+, 100%)., 872-32-2

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

Reference£º
Article; Seah, Kang Yee; Robertson, Jeremy; Tetrahedron; vol. 75; 46; (2019);,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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) The corresponding Grignard compound is prepared from 22.6 g of 4-bromobiphenyl with 2.36 g of magnesium in 75 ml of THF. A solution of 8.0 g of 5-methoxy-2H-3,4-dihydropyrrole in 25 ml of THF is added dropwise to this solution. The mixture is boiled at reflux for 5 hrs., then poured into a saturated solution of ammonium chloride, extracted with ethyl acetate, dried and concentrated. The residue is recrystallized from isopropanol, with 1.93 g of 5-biphenylyl-2H-3,4-dihydropyrrole being isolated, m.p. 230¡ã C.

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

Reference£º
Patent; Hoffmann-La Roche Inc.; US6034275; (2000); 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.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: A suspension containing 2,5-dimethyl-1H-pyrrole-3-carbohydrazide (2) (150 mg, 0.979 mmol,1.0 equiv.) and the appropriate methyl lactim (1.96 mmol, 2.0 equiv.) in toluene (2.00 mL, 0.5M) was heated in the microwave reactor at 180 ¡ãC for 1.0 h. The reaction mixture was allowedto cool to room temperature and was then concentrated under diminished pressure. The obtained15residue was applied to a silica gel column (50 g); eluting with 95:5 ? 75:25 DCM-MeOH(containing 10percent NH4OH) afforded the expected triazole.

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

Reference£º
Article; Duveau, Damien Y.; Yasgar, Adam; Wang, Yuhong; Hu, Xin; Kouznetsova, Jennifer; Brimacombe, Kyle R.; Jadhav, Ajit; Simeonov, Anton; Thomas, Craig J.; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 630 – 635;,
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, To a solution of H-Dap (Boc) -OH (1.00 g, 4.9 mmol) in saturated NaHCO3(20 mL) at 0 was added compound 409 (2.30 g, 14.7 mmol) . The reaction was stirred at 0 for 1h, then warmed to r.t. and stirred for another hour. Then 1N KHSO4was added to adjust pH to 6 and the resulting mixture was extracted with EtOAc (2 ¡Á 50mL) . Combined organic layers were dried over Na2SO4, filtered, and concentrated to give compound 519 (0.42 g, 30%yield) . ESI m/z calcd for C12H15N2O6[M-H]-: 283.10, found 283.10.

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; 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

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.

At 55 – 60 ¡ãC with vigorous stirring to a mixture of NCS (107 g, 800 mmol) in THF (250 mL) in a 2 L flask was added 5-methyl-3,4-dihydro-2H-pyrrole (8.3 g, 100 mmol) in one- portion. After addition, the reaction spontaneously heated to reflux for about 5 min, then reacted at 60 – 70 ¡ãC for another 1.5 hours. After cooled to r.t., hexane (300 mL) and water (300 mL) were added to the mixture. The organic layer was separated, collected and concentrated. The residue 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; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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