Heterocyclic Building Blocks-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

To a solution of N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-carbamoyl-4-(piperidin-4-yloxy)phenyl]ethanesulfonamide dihydrochloride (0.68 g) obtained in example 102(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.36 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.85 ml) at room temperature and the resulting mixture was allowed to stand at room temperature overnight.. At the end of this time, to the reaction mixture were furthermore added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.19 g) and triethylamine (0.34 ml) at room temperature, and the resulting mixture was stirred at room temperature for 5 hours and then evaporated in vacuo.. Subsequently, to the residue obtained were successively added 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).. To the amorphous solid obtained was added 1N hydrochloric acid (8 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 (0.56 g, yield: 73 percent) as a pale brown amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.27 (3H, t, J=7.5), 1.79-1.91 (2H, m), 2.02-2.14 (4H, m), 2.97 (2H, t, J=7.0), 3.21 (2H, q, J=7.5), 3.47-3.73 (5H, m), 3.90 (1H, m), 4.47 (2H, d, J=6.0), 4.86 (1H, m), 6.46 (1H, dt, J=16.0, 6.0), 6.57 (1H, d, J=16.0), 7.26 (1H, d, J=9.0), 7.49-7.58 (2H, m), 7.69-7.76 (3H, m), 7.92 (1H, s); IR (KBr, cm-1): 1671, 1331, 1146.

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

Reference£º
Patent; Sankyo Company, Limited; EP1375482; (2004); 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

Benzyl 2,5-dihydropyrrolidine-1-carboxylate (10 g, 49.24 mmol) was dissolved in dichloromethane (30 mL) and slowly added dropwise to m-chloroperoxybenzoic acid (10.55 g, 61.14 mmol)In a mixture of dichloromethane (70 mL),The reaction was stirred at room temperature for 16 hours.Filtered and the filtrate washed once each with saturated sodium thiosulfate (100 mL) and saturated sodium bicarbonate (100 mL), dried over anhydrous Na2SO4. The solvent was distilled off under reduced pressure, the residue was directly column chromatography (EA / PE (V / V) = 1/3) to give the product (7.39g, 68.49%).

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

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Jiancun; Liu Bing; Zhang Yingjun; Nie Linlin; Yang Xueqi; (66 pag.)CN104447701; (2019); B;,
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, B. 2,2-dimethyl-5-pyrrolidin-2-ylidene-[1,3]dioxane-4.6-dione. A solution of 5-Methoxy-3,4-dihydro-2H-pyrrole (5.35 g, 54.0 mmol), isopropylidene malonate (7.78 g, 54.0 mmol), triethylamine (1.35 mL, 9.7 mmol) and benzene (55 mL) is refluxed under nitrogen overnight. The reaction is cooled to RT and concentrated and the crude product is recrystallized from EtOH (95 mL) to give the title compound as a white solid (8.13 g, 38.5 mmol). 1H NMR (CDCl3, 300 MHz) .box..box.3.73 (t, 2H), 3.35 (t, 2H), 2.20-2.08 (m, 2H), 1.66 (s, 6H).

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

Reference£º
Patent; Czekaj, Mark; Klein, Scott I; Pauls, Heinz W.; US2003/92698; (2003); 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

To a solution of benzyl 2,5-dihydro-1 H-pyrrole-1 -carboxylate (33 g, 163 mmol) in dichloromethane (540 mL) was added MCPBA (77 wt.%, 44 g) and the reaction mixture was stirred at room temperature for 18 hrs. The mixture was diluted with saturated aqueous sodium carbonate solution (500 mL) and the resulting mixture was stirred at room temperature for 1 hr. The separated organic layer washed with water and brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel] providing benzyl 6-oxa-3- azabicyclo[3.1 .0]hexane-3-carboxylate (29.5 g) as a yellow oil. 1 H NMR (400 MHz, chloroform-d) delta [ppm]: 3.38 (dd, J = 12.8, 6.0 Hz, 2 H), 3.68 (d, J = 3.6 Hz, 2 H), 3.87 (dd, J = 13.2, 19.6, 2 H), 5.1 1 (s, 2 H), 7.33 (m, 5 H). LCMS (m/z): 220.0 [M+H]+; Rt = 0.69 min.

31970-04-4, 31970-04-4 Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate 643471, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); 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, Step 1 : t-Butyl (2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamate(250 mg, 1 .0 mmol) and methyl 2,5-dioxo-2,5-dihydro-1 H-pyrrole-1 -carboxylate (156 mg, 1 .0 mmol) were combined in saturated aqueous NaHC03 (10 ml) and stirred for 1.5 h at 0C. The reaction mixture was acidified to pH 2 with hydrochloric acid (2 M) and extracted with EtOAc. The organic phase was washed with brine, dried with MgS04, and concentrated. The crude was purified by ISCO using 0-4% MeOH/DCM to give t-butyl (2-(2-(2-(2,5- dioxo-2,5-dihydro-1 H-pyrrol-1 -yl)ethoxy)ethoxy)ethyl)carbamate as a colorless oil. MS m/z 229.2(M+1 -Boc). Retention time 0.963 min.1H NMR (400 MHz, Chloroform-d) delta 6.71 (s, 2H), 5.04 (bs, 1 H), 3.74 (t, J = 5.4 Hz, 2H), 3.64 (t, J = 5.4 Hz, 2H), 3.61 -3.59 (m, 2H), 3.56-3.54 (m, 2H), 3.50 (t, J = 5.2 Hz, 2H), 3.31 -3.26(m, 2H), 1.44 (s, 9H).

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

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

Methyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate (1a) Triethylamine (0.5 mL, 3.6 mmol) was added to a mixture of dimethyl 1,3-acetonedicarboxylate (16.3 mL, 111 mmol) and 5-methoxy-3,4-dihydro-2H-pyrrole (10 g, 101 mmol), and the reaction stirred for 72 h. The white solid was collected by filtration, rinsed with ether, and dried under vacuum to give 15.8 g (75percent) of compound 1a. 1H NMR (400 MHz, DMSO-d6): delta 11.11 (s, 1H), 5.54 (s, 1H), 3.94 (t, 2H, J=7.6 Hz), 3.80 (s, 3H), 3.36 (t, 2H, J=7.6 Hz), 2.02-2.11 (m, 2H). MS (ES) [m+H] calc’d for C10H11NO4, 210; found 210.

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/124595; (2009); 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: 2-Methyl-pyrroline (1equiv.) was added to a suspension of an enzyme (20% weight) in a mixture of toluene/water (20mL/100muL), followed by the addition of benzylamine (1equiv.) and isocyanoester 1 (1equiv.). The mixture was stirred at room temperature. The enzyme and water were filtered off through a funnel containing Celite and MgSO4. The solvent was then evaporated in vacuum. The product was purified by column chromatography (silica gel, DCM/methanol).

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

Reference£º
Article; Wilk, Monika; Brodzka, Anna; Koszelewski, Dominik; Madej, Arleta; Paprocki, Daniel; ??d?o-Dobrowolska, Anna; Ostaszewski, Ryszard; Bioorganic Chemistry; vol. 93; (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

To a solution of ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-methyl-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate (700 mg) obtained in example 65(a) in ethanol (15 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (405 mg), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.57 ml) at room temperature, and the resulting mixture was stirred at room temperature overnight and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 22 percent acetonitrile/water) to afford an amorphous solid (565 mg).. Subsequently, to a solution of the amorphous solid obtained (151 mg) in ethanol (4 ml) was added a 4N solution of hydrogen chloride in dioxane (2 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 (157 mg, yield: 66 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.72-1.85 (2H, m), 1.98-2.14 (4H, m), 2.16 (3H, s), 2.96 (2H, t, J=8.0), 3.46-3.81 (6H, m), 4.20 (2H, q, J=7.0), 4.33 (2H, s), 4.44 (2H, d, J=6.0), 4.73 (1H, m), 6.44 (1H, dt, J=16.0, 6.0), 6.57 (1H, d, J=16.0), 7.07 (1H, d, J=9.0), 7.24 (1H, dd, J=9.0, 2.5), 7.29 (1H, d, J=2.5), 7.55 (1H, t, J=8.0), 7.69 (1H, d, J=8.0), 7.72 (1H, d, J=8.0), 7.89 (1H, s); IR (KBr, cm-1): 1738, 1671, 1350, 1157.

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

5264-35-7, (f) Ethyl 5-bromo-6-chloro-2-[(2-oxopyrrolidin-l-yl)methyl]nicotinateEthyl 5-bromo-2-(broniomethyl)-6-chloronicotinate (395 mg, 1.11 mmol) was added to a solution of 2-methoxy-l-pyrroline (329 mg, 3.32 mmol) in iV-methyl-2-pyrrolidone (8 mL). The reaction was heated in the micro wave at 80 0C for 60 min, water was added and o the solid material was filtered, washed and dried to give ethyl 5-bromo-6-chloro-2-[(2- oxopyrrolidin-l-yl)methyl]nicotinate. Yield: 360 mg (90percent).1H-NMR (500 MHz, CDCl3) delta 1.42-1.45 (3H, m), 2.10-2.20 (2H, m), 2.48-2.55 (2H, m), 3.52-3.61 (2H, m), 4.40-4.47 (2H, m), 4.91 (2H, s), 8.46 (IH, s).

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; ASTRAZENECA AB; WO2008/85119; (2008); 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: 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.

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

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