Category: 872-32-2

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.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

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.

5-Methyl-3,4-dihydro-2H-pyrrole (120 mmol, 1.0 equiv) was added to a suspension of N-chlorosuccinamide (8.0 equiv) in tetrahydrofuran (300 mL). The resulting mixture was heated to 55¡ã C. and stirred for 35 min. The reaction mixture was cooled to RT and water (250 mL) was added. The aqueous layer was extracted with hexanes (2¡Á) and the combined organic layers were concentrated to vacuum to afford compound 277., 872-32-2

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

Reference£º
Patent; Intellikine LLC; Infinity Pharmaceuticals, Inc.; CASTRO, Alfredo C.; CHAN, Katrina; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LI, Liansheng; LIU, Tao; LIU, Yi; REN, Pingda; SNYDER, Daniel A.; TREMBLAY, Martin R.; US2013/267521; (2013); 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

Example 6 5-(5-(4-Fluorophenyl)-4-(pyridin-2-ylmethylamino)pyrrolo[1,2-f][1,2,4]triazin-2-yl)pyridine-3-sulfonamide The commercially available methyl 3-chloro-1H-pyrrole-2-carboxylate (1.50 g, 94.0percent, yellow solid) was synthesized according to Fang et al., J. Med. Chem., 53:7967-7978 (2010) using 2-methyl-1-pyrroline (0.831 g, 10.0 mmol, commercial), NCS (10.7 g, 80.0 mmol) and NaOMe in MeOH (3M, 20 mL, 60.0 mmol). LCMS Condition B-41: retention time 1.71 min, [M+1]=160.10. 1H NMR (400 MHz, CDCl3) delta 3.90 (s, 3H), 6.25 (t, J=3.0 Hz, 1H), 6.86 (t, J=3.0 Hz, 1H), 9.17 (br s, 1H)., 872-32-2

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

Reference£º
Patent; Finlay, Heather; Adisechan, Ashok Kumar; Dhondi, Naveen Kumar; Govindrajulu, Kavitha; Gunaga, Prashantha; Lloyd, John; Srinivasu, Pothukanuri; US2014/256719; (2014); 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

EXAMPLE 5Preparation of 6-{2-[2-(2-chlorophenyl)ethyl]pyrrolidin-1-yl}-9H-purine (“A5”)5.1 3 ml of 1-methylpyrroline are dissolved in 25 nil of THF and deprotonated at -78¡ã C. for 30 minutes using 22.6 ml of BuLi (1 M in hexane). 6.5 g of 2-chlorobenzyl bromide are dissolved in 25 ml of THF and added dropwise at the temperature indicated. After 30 minutes, the mixture is allowed to warm to RT for 12 hours. For work-up, 50 ml of water are added, and the mixture is extracted to exhaustion with dichloromethane. The combined organic phases are dried over sodium sulfate, evaporated and purified by chromatography on silica gel, giving 4.5 g of 5-[2-(2-chlorophenyl)ethyl]-3,4-dihydro-2H-pyrrole as a colourless oil, which is employed in the next reaction; Rt.: 1.303 min; [M+H]+208.

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

Reference£º
Patent; Merck Patent GmbH; US2011/263561; (2011); 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

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., 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; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
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

To a solution of 5-methyl-3,4-dihydro-2H-pyrrole (2.50 g, 30.0 mmol) in CCl4 (100 mL) was added N-chlorosuccinimide (32.00 g, 240 mmol), and the mixture was then heated to reflux for 72 hours. The reaction mixture was cooled to 0¡ã C. The formed precipitate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was dissolved in methanol (100 mL), followed by the addition of sodium methoxide (9.80 g, 180 mmol). The resulting suspension was heated to reflux and stirred for 1.5 h. The solvent was evaporated, and the residue was suspended in ether. The solid was filtered off, and the filtrate was concentrated under reduced pressure. The residue was dissolved in DCM (100 mL) and 2 M HCl (100 mL). The biphasic solution was stirred for 10 min. The organic layer was separated, dried over MgSO4, filtered and evaporated. The crude oil was subjected to chromatography purification on silica gel eluting with EtOAc and Hexanes to afford the title compound (2.5 g, 52percent) as an orange solid. MS (ES+) C6H6ClNO2 requires: 159. found: 160 [M+H]+.

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

Reference£º
Patent; Hodous, Brian L.; Kim, Joseph L.; Wilson, Kevin J.; Wilson, Douglas; Zhang, Yulian; US2015/111887; (2015); 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: 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.

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

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

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: 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.

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

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

872-32-2, 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. IR (film): 2922, 1643, 1452, 732, 698 cm?1. 1H NMR (400 MHz, CDCl3): delta = 7.24?7.33 (m, 5 H), 3.75?3.80 (m, 2 H), 3.52 (d, J = 13.1 Hz, 1 H), 3.25 (d, J = 13.1 Hz, 1 H), 2.26?2.37 (m, 4 H), 1.78?1.87 (m, 3 H), 1.65 (d, J = 3.2 Hz, 1 H), 1.52?1.61 (m, 2 H), 1.43 (d, J = 6.2 Hz, 1 H). 13C NMR (100 MHz, CDCl3): delta = 177.7, 139.4, 128.31 (2 C), 128.28 (2 C), 127.0, 65.0, 60.8, 39.1, 37.3, 34.2, 31.4, 29.6, 22.5. MS (70 eV): m/z (percent) = 229 (M+ + 1, 100). HRMS (ESI): m/z calcd for C15H21N2: 229.1699 [M + H]+; found: 229.1703.

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

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