872-32-2| - Heterocyclic Building Blocks-Pyrrolines

Derivation of elementary reaction about N1-(2-(Dimethylamino)ethyl)-N1,N2,N2-trimethylethane-1,2-diamine

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 872-32-2. We look forward to the emergence of more reaction modes in the future.

872-32-2, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.872-32-2, name is 2-Methyl-1-pyrroline. A new synthetic method of this compound is introduced below.

872-32-2, 5-Methyl-3,4-dihydro-2H-pyrrole (1.00 g, 12.0 mmol) was dissolved in carbon tetrachloride. To the solution was added NCS (12.85 g, 96 mmol) as a solid and reaction mixture heated to 85 0C and stirred overnight. The mixture was cooled to 0 0C and the precipitate filtered off and the solvent evaporated. The residue was dissolved in methanol and sodium methoxide (3.90 g, 72.2 mmol) was added. The resulting suspension was heated to reflux and stirred for 3 h. The methanol was evaporated and the residue suspended in Et20. The solid was filtered off and the ether evaporated. The residue was dissolved in DCM and 2M HCI was added. The biphasic solution was stirred until no SM remained. The phases were separated and the organic layer was dried over MgSO4 and evaporated to an orange oil. The crude oil was adsorbed onto silica and run on 40 g of silica with EtOAc and Hexanes to afford the title compound as an orange solid (0.2958 g, 1.854 mmol, 15.41 percent yield). 1H NMR (400 MHz, CDCI3): delta ppm 9.54 (br. s., 1 H), 6.80 (s., 1 H), 6.17 (s., 1 H), 3.83 (s, 3 H). MS: m/z 160.0 (M+1 ).

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
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The effect of 872-32-2 reaction temperature change on equilibrium

One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 872-32-2, name is 2-Methyl-1-pyrroline, introduce a new downstream synthesis route., 872-32-2

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]+.

Reference£º
Patent; Hodous, Brian L.; Kim, Joseph L.; Wilson, Kevin J.; Wilson, Douglas; Zhang, Yulian; US2015/111887; (2015); A1;,
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Little discovery in the laboratory: a new route for 872-32-2

5-methyl-3,4-dihydro-2H-pyrrole(1) (4 g, 0.05 mol) was dissolved in THF (120 ml), to which N-chlorosuccinimide (51.4 g, 0.39 mol) was slowly added at 0¡ã C. The mixture was stirred for 15 minutes, followed by reflux for 2.5 hours. THF was eliminated under reduced pressure. Extraction was performed with dichloromethane. The organic layer was washed with saturated brine, separated, dried (anhydrous MgSO4), filtered, and concentrated under reduced pressure. The obtained compound 4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole(2) was used for the next reaction without purification. 4,4-dichloro-5-(trichloromethyl)-3,4-dihydro-2H-pyrrole(2) (12 g, 0.05 mol) was dissolved in methanol (100 ml), to which sodium methoxide (NaOMe) (28 wt percent methanol solution) (16 g, 0.29 mol) was slowly added at 0¡ã C., followed by reaction at room temperature for 2 hours. Extraction was performed with ethyl acetate. The organic layer was washed with saturated brine, separated, dried (MgSO4), filtered, and concentrated under reduced pressure. The residue was separated by column chromatography (SiO2, eluent: hexane/ethyl acetate, 5/1) to give 6.5 g of the target compound methyl 3-chloro-1H-pyrrole-2-carboxylate(3) as a brown solid (0.04 mmol, yield: 77percent). 1H NMR (300 MHz, CDCl3) delta 9.11 ( br s, 1H, NH), 6.87 (t, J=2.7 Hz, 1H), 6.26 (t, J=2.7 Hz, 1H), 3.90 (s, 3H).

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
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The effect of 872-32-2 reaction temperature change on equilibrium

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.

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;,
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Derivation of elementary reaction about 872-32-2

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about 872-32-2

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.872-32-2, name is 2-Methyl-1-pyrroline. Here is a downstream synthesis route of the compound 872-32-2. 872-32-2

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.

Reference£º
Article; Shevchenko, Nikolay E.; Vlasov, Katja; Nenajdenko, Valentine G.; Ro?schenthaler, Gerd-Volker; Tetrahedron; vol. 67; 1; (2011); p. 69 – 74;,
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Flexible application of 33454-82-9 in synthetic route

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A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.872-32-2, name is 2-Methyl-1-pyrroline. An updated downstream synthesis route of 872-32-2 as follows., 872-32-2

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

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 2-Methyl-1-pyrroline, you can also browse my other articles.

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Patent; Finlay, Heather; Adisechan, Ashok Kumar; Dhondi, Naveen Kumar; Govindrajulu, Kavitha; Gunaga, Prashantha; Lloyd, John; Srinivasu, Pothukanuri; US2014/256719; (2014); A1;,
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Fun Route: New Discovery of 2-Methyl-1-pyrroline

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 2-Methyl-1-pyrroline. We look forward to the emergence of more reaction modes in the future.

872-32-2, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.872-32-2, name is 2-Methyl-1-pyrroline. An updated downstream synthesis route of 872-32-2 as follows.

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.

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 2-Methyl-1-pyrroline. We look forward to the emergence of more reaction modes in the future.

Reference£º
Article; Yeo, Se Jeong; Liu, Yongxiang; Wang, Xiang; Tetrahedron; vol. 68; 3; (2012); p. 813 – 818;,
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Flexible application of 2,4,6-Triphenylpyrylium tetrafluoroborate in synthetic route

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 872-32-2, you can also browse my other articles.

5-Methyl-3,4-dihydro-2H-pyrrole (60.2 mmol, 1.0 equiv.) was dissolved in CCl4 (100 ml); at 0¡ã C., N-chlorosuccinimide (8.0 equiv.) was added in portions, and the mixture was heated for 72 h at boiling temperature. The reaction mixture was cooled to 0¡ã C., and the resulting solid was filtered out and washed with cooled (0¡ã C.) CCL4 (2.x.50 ml). The filtrate was concentrated to dryness under reduced pressure. Yield: 90percent, 872-32-2

Reference£º
Patent; Gruenenthal GmbH; US2010/222324; (2010); A1;,
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Little discovery in the laboratory: a new route for 872-32-2

872-32-2, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.872-32-2, name is 2-Methyl-1-pyrroline. Here is a downstream synthesis route of the compound 872-32-2

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).

Reference£º
Article; Wilk, Monika; Brodzka, Anna; Koszelewski, Dominik; Madej, Arleta; Paprocki, Daniel; ??d?o-Dobrowolska, Anna; Ostaszewski, Ryszard; Bioorganic Chemistry; vol. 93; (2019);,
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Derivation of elementary reaction about 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).