Some tips on 872-32-2

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

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

Downstream synthetic route of 5264-35-7

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

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-(E)-propenyl]-N-[4-(piperidin-4-yloxy)phenyl]sulfamoylacetate dihydrochloride (0.52 g) obtained in example 59(a) in ethanol (5 ml) were added successively 5-methoxy-3,4-dihydro-2H-pyrrole (0.26 g), which was prepared from 2-pyrrolidinone according to the method described in Org. Prep. Proced. Int., 24, 147 (1992), and triethylamine (0.60 ml) at room temperature, and the resulting mixture was stirred at room temperature for 29 hours and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 25 percent acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (40 ml) was added a 4N solution of hydrogen chloride in dioxane (0.75 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 (0.43 g, yield: 77 percent) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.68-1.80 (2H, m), 2.00-2.14 (4H, m), 2.96 (2H, t, J=8.0), 3.46-3.87 (6H, m), 4.20 (2H, q, J=7.0), 4.34 (2H, s), 4.45 (2H, d, J=6.0), 4.67-4.73 (1H, m), 6.44 (1H, dt, J=16.0, 6.0), 6.55 (1H, d, J=16.0), 7.04 (2H, d, J=9.0), 7.39 (2H, d, J=9.0), 7.55 (1H, t, J=8.0), 7.68-7.73 (2H, m), 7.88 (1H, s); IR (KBr, cm-1): 1738, 1671, 1349, 1157.

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

Some tips on 872-32-2

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

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

Downstream synthetic route of 5264-35-7

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

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 1-(2,3-dichlorophenyl)-2-(pyridin-3-yl)ethanamine (258 mg, 0.97 mmol) in methanol (5 mL) was added 5-methoxy-3,4-dihydro-2H-pyrrole (96 mg, 0.97 mmol) followed by acetic acid (2 drops). The mixture was heated at 70¡ã C. for 16 hours. The mixture was cooled to room temperature and methanol was removed. Purification by chromatography on silica gel (5percent 7N NH3 in MeOH/CH2Cl2) gave N-(1-(2,3-dichlorophenyl)-2-(pyridin-3-yl)ethyl)-3,4-dihydro-2H-pyrrol-5-amine (161 mg, 50percent) as an off white solid.1H NMR (300 MHz, CD3OD) delta 1.79-1.90 (m, 2H), 2.41-2.49 (m, 2H), 2.87-2.94 (m, 1H), 3.14-3.21 (m, 1H), 3.34-3.41 (m, 2H), 5.28-5.33 (m, 1H), 7.30-7.47 (m, 4H), 7.77-7.81 (m, 1H), 8.36-8.42 (m, 1H), 8.43 (s, 1H).

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

Reference£º
Patent; ALLERGAN, INC.; US2010/145061; (2010); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Simple exploration of 872-32-2

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

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

New learning discoveries about 5264-35-7

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

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

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., 5264-35-7

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

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

Brief introduction of 5264-35-7

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

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, 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) 3.73(t, 2H), 3.35(t, 2H), 2.20-2.08(m, 2H), 1.66(s, 6H).

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

Reference£º
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; US2004/87570; (2004); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 872-32-2

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

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.

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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

New learning discoveries about 5264-35-7

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

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

New learning discoveries about 5264-35-7

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

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